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`Adam J. Matzger
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`Department of Chemistry
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`University of Michigan
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`Ann Arbor, MI 48109-1055
`Tel. (734) 615-6627 Fax (734) 615-8553
`matzger@umich.edu
`Research Group: http://www.umich.edu/~ajmgroup/
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`Education
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`University of California at Berkeley
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`Thesis Advisor: Professor K. Peter C. Vollhardt
`Thesis Title: Synthetic, Theoretical, and Structural Studies on
`Dehydrobenzoannulenes and Phenylenes
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`Oberlin College
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`Research Advisor: Professor Martin N. Ackermann
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`Positions
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`University of Michigan, Ann Arbor, MI
`Charles G. Overberger Collegiate Professor of Chemistry
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`University of Michigan Energy Institute
`University of Michigan, Ann Arbor, MI
`Associate Director for Science and Technology
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`University of Michigan, Ann Arbor, MI
`Professor of Chemistry
`Professor of Macromolecular Science and Engineering
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`University of Michigan, Ann Arbor, MI
`Associate Professor of Chemistry
`Associate Professor of Macromolecular Science and Engineering
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`University of Michigan, Ann Arbor, MI
`Assistant Professor of Chemistry
`Assistant Professor of Macromolecular Science and Engineering
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`Research Experience
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`California Institute of Technology
`Postdoctoral Research
`Professors Robert H. Grubbs and Nathan S. Lewis
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`University of California at Berkeley
`Graduate Research
`Professor K. Peter C. Vollhardt
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`Oberlin College
`Undergraduate Research
`Professor Martin N. Ackermann
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`2240 Belmont Rd
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` Ann Arbor, MI 48104
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`(734) 677-6070
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` Ph.D. 1997
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` B.A. 1992
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` 2013-present
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` 2010-2013
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` 2009-present
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` 2006-2009
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` 2000-2006
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` 1997-2000
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` 1992-1997
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` 1991-1992
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`Merck Exhibit 2104, Page 1
`Mylan Pharmaceuticals Inc. v. Merck Sharp & Dohme Corp.
`IPR2020-00040
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` Adam J. Matzger
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`2019
`2015
`2013-
`2012
`2011-2017
`2010
`2008-2010
`2005-2007
`2003-2004
`2003-2005
`2002
`2002-2003
`2000
`1995-1996
`1994-1995
`1990-1992
`1991
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`Awards and Honors
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`Rackham Distinguished Graduate Mentoring Award
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`ACS Akron Section Award
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`Charles G. Overberger Collegiate Professor of Chemistry
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`Imes and Moore Faculty Award
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`Associate Editor, Crystal Growth and Design, American Chemical Society
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`American Association for the Advancement of Science Fellow
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`Member Editorial Advisory Board of Journal of Pharmaceutical Sciences
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`Alfred P. Sloan Foundation Research Fellow
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`3M Untenured Faculty Award
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`Beckman Foundation Young Investigator
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`Ralph E. Powe Junior Faculty Enhancement Award
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`3M Untenured Faculty Award
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`Synthesis/Synlett Journals Award
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`ACS Division of Organic Chemistry Fellowship (stipend)
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`Syntex Fellowship in Chemistry (stipend)
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`Dow Scholarship in Chemistry (for academic achievement)
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`Jewett Award (for academic achievement)
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`Publications
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`Boese, R.; Matzger, A. J.; Mohler, D. L.; Vollhardt, K. P. C., “C3-Symmetric Hexakis(trimethylsilyl)[7]-
`phenylene [“Tris(biphenylenocyclobutadieno)cyclohexatriene”], a Polycyclic Benzenoid Hydrocarbon
`with Slightly Curved Topology” Angew. Chem., Int. Ed. Engl. 1995, 34, 1478-1481.
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`Baldwin, K. P.; Matzger, A. J.; Scheiman, D. A.; Tessier, C. A.; Vollhardt, K. P. C.; Youngs, W. J.,
`“Synthesis, Crystal Structure, and Polymerization of 1,2:5,6:9,10-Tribenzo-3,7,11,13-tetradehydro[14]
`annulene” Synlett 1995, 12, 1215-1218.
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`Ackermann, M. N.; Mikulec, F. V.; Matzger, A. J.; Antonio, B. J.; Barron, M. C.; Todd, M. J.; Meeker,
`K.; Chupa, A. L.; Woods, C., “Reactions of Iron Dicarbonyl Phosphine Complexes of 2-
`(Phenylazo)pyridines with Dimethyl Acetylenedicarboxylate. Synthesis and Crystal Structure of a 2,3,1-
`Diazaferrole Complex” J. Organomet. Chem. 1996, 522, 105-115.
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`Cammack, J. K.; Jalisatgi, S.; Matzger, A. J.; Negrón, A.; Vollhardt, K. P. C., “Room Temperature
`CpCo-Mediated Cyclization of α, δ, ω-Enediynes to Rearranging Strained Tricyclic Dienes: Some
`Observations of Kinetic versus Thermodynamic Control” J. Org. Chem. 1996, 61, 4798-4800.
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`Boese, R.; Matzger, A. J.; Vollhardt, K. P. C., “Synthesis, Crystal Structure, and Explosive
`Decomposition
`of
`1,2:5,6:11,12:15,16-Tetrabenzo-3,7,9,13,17,19-hexadehydro[20]annulene:
`Formation of Onion- and Tube-like Closed-Shell Carbon Particles” J. Am. Chem. Soc. 1997, 119,
`2052-2053. (Featured in Chemical and Engineering News)
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`Boese, R.; Cammack, J. K.; Matzger, A. J.; Pflug, K.; Tolman, W. B.; Vollhardt, K. P. C.; Weidman, T.
`W., “The Photochemistry of (Fulvalene)diruthenium(tetracarbonyl) and Its Derivatives: Efficient Light
`Energy Storage Devices” J. Am. Chem. Soc. 1997, 119, 6757-6773.
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`Matzger, A. J.; Vollhardt, K. P. C., “From Phenylenes to Acenes: Flash Vacuum Pyrolytic Isomerization
`of Angular [3]Phenylene to Benzo[ghi]fluoranthene” Chem. Commun. 1997, 1415-1416.
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`Eickmeier, C.; Junga, H.; Matzger, A. J.; Scherhag, F.; Shim, M.; Vollhardt, K. P. C., “5,6,11,12,17,18-
`Hexadehydro-1,4,7,10,13,16-hexaethynyltribenzo[a,e,i]cyclododecene: Synthesis and CpCo-catalyzed
`Cycloisomerization to the First Superdelocalized Oligophenylenes” Angew. Chem., Int. Ed. Eng. 1998,
`36, 2103-2108.
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`IPR2020-00040
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`Diercks, R.; Eaton, B. E.; Gurtzgen, S.; Jalisatgi, S.; Matzger, A. J.; Radde, R. H.; Vollhardt, K. P. C.,
`“The First Metallacyclopentadiene(alkyne) Complexes and Their Discrete Isomerization to η4-Bound
`Arenes: The Missing Link in the Prevalent Mechanism of Transition Metal Catalyzed Alkyne
`Cyclotrimerizations as Exemplified by Cyclopentadienylcobalt” J. Am. Chem. Soc. 1998, 120, 8247-
`8248.
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`Matzger, A. J.; Vollhardt, K. P. C., “Benzocyclynes Adhere to Hückel’s Rule by the Ring Current
`Criterion in Experiment (1H NMR) and Theory (NICS)” Tetrahedron Lett. 1998, 39, 6791-6794.
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`Eickmeier, C.; Holmes, D.; Junga, H.; Matzger, A. J.; Scherhag, F.; Shim, M.; Vollhardt, K. P. C., “A
`Novel Phenylene Topology: Total Syntheses of Zigzag[4]- and -[5]Phenylene” Angew. Chem. Int. Ed.
`1999, 38, 800-804.
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`Vollhardt, K. P. C.; Cammack J. K.; Matzger A. J.; Bauer A.; Capps K. B.; Hoff C. D., “Thermodynamic
`and Kinetic Study of Oxidative Addition/Reductive Elimination of H2 and D2 to FulvaleneCr2(CO)6: First
`Evidence for Relatively Strong Metal-Metal Bonds in Fulvalenedimetals” Inorg. Chem. 1999, 38, 2624-
`2631.
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`Matzger, A. J.; Shim, M.; Vollhardt, K. P. C., “The Crystal Structure of 5,6,11,12,17,18-Hexadehydro-
`1,4,7,10,13,16-hexaethynyltribenzo[a,e,i]cyclododecene Tetrahydrofuran Solvate: a Case of High
`Organization Enforced by Chelating Alkyne C-H····O Hydrogen Bonding” Chem. Commun. 1999, 1871-
`1872.
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`Holmes, D.; Kumaraswamy, S.; Matzger, A. J.; Vollhardt, K. P. C., “On the Nature of Nonplanarity in
`the [N]Phenylenes” Chem. Eur. J. 1999, 5, 3399-3412.
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`Claypool, C. L.; Faglioni, F.; Matzger, A. J.; Goddard, W. A., III; Lewis, N. S., “Effects of Molecular
`Geometry on the STM Image Contrast of Alkanes and Alkanols on Graphite” J. Phys. Chem. B 1999,
`103, 9690-9699.
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`Matzger, A. J.; Lawrence, C. E.; Grubbs, R. H.; Lewis, N. S., “Combinatorial Approaches to the
`Synthesis of Vapor Detector Arrays for Use in an Electronic Nose” J. Comb. Chem. 2000, 2, 301-304.
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`Beckhaus, H.-D.; Faust, R.; Matzger, A. J.; Mohler, D. L.; Rogers, D. W.; Rüchardt, C.; Sawhney, A. K.;
`Verevkin, S. P.; Vollhardt, K. P. C.; Wolff, S., “The Heat of Hydrogenation of (a) Cyclohexatriene” J. Am
`.Chem. Soc. 2000, 122, 7819-7820.
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`Bell, M. L.; Chiechi, R. C.; Kimball, D. B.; Johnson, C. A.; Matzger, A. J.; Wan, W. B; Weakley, T. J. R.;
`Haley, M. M., “A Versatile Synthetic Route to Dehydrobenzoannulenes via in situ Generation of
`Reactive Alkynes” Tetrahedron 2001, 57, 3507-3520.
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`Bong, D. T. Y., Gentric L., Holmes D., Matzger A. J., Scherhag F., Vollhardt K. P. C., “Synthesis of bent
`[4]phenylene (cyclobuta[1,2-a: 3,4-b']bisbiphenylene) and structure of a bis(trimethylsilyl) derivative: the
`last [4] phenylene isomer” Chem. Commun. 2002, 278-279.
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`Lang, M.; Kampf, J. W.; Matzger, A. J., “Form IV of Carbamazepine” J. Pharm. Sci. 2002, 91, 1186-
`1190.
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`Kim, K.; Matzger, A. J., “Inequivalent Molecules in a Two-Dimensional Crystal” J. Am. Chem. Soc.
`2002, 124, 8772-8773. (Featured in the Veeco Metrolgy 2003 calendar as May)
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`Price, C. P.; Grzesiak, A. L.; Lang, M; Matzger, A. J., “Polymorphism of Nabumetone” Cryst. Growth
`Des. 2002, 2, 501-503.
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`Matzger, A. J.; Lewis, K. D.; Nathan, C. E.; Peebles, S. A.; Peebles, R. A.; Kuczkowski, R. L.; Stanton,
`J. F.; Oh, J. J., “The Structures of Diethynyl Sulfide and Bis(phenylethynyl) Sulfide” J. Phys. Chem. A.
`2002, 106, 12110-12116.
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`Lang, M.; Grzesiak, A. L.; Matzger, A. J., “The Use of Polymer Heteronuclei for Crystalline Polymorph
`Selection” J. Am. Chem. Soc. 2002, 124, 14834-14835. (Featured in Science News)
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`Lewis, K. D.; Wenzler, D. L.; Matzger, A. J., “Photochemistry of Diethynyl Sulfides:
`Cycloaromatization for the Formation of Five-Membered Rings” Org. Lett. 2003, 5, 2195-2197.
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`Vodak, D. R.; Kim, K.; Iordanidis, L.; Rasmussen, P. G.; Matzger, A. J.; Yaghi, O. M., “Molecular
`Structure of N(C3N3)3Cl6 and its Role in the Reevaluation of Aromatic C3N4 Networks” Chem. Eur. J.
`2003, 9, 4197-4201.
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`Kim, K.; Plass K. E.; Matzger, A. J., “Kinetic and Thermodynamic Forms of a Two-Dimensional Crystal”
`Langmuir 2003 19, 7149-7152. (Featured on the cover)
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`Grzesiak, A. L.; Lang, M.; Kim, K.; Matzger, A. J., “Comparison of the Four Anhydrous Polymorphs of
`Carbamazepine and the Crystal Structure of Form I” J. Pharm. Sci. 2003, 92, 2260-2271.
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`Price, C. P.; Grzesiak, A. J.; Matzger, A. J., “Maize 1: A Trimorphic Azo Pigment” Cryst. Growth Des.
`2003, 3, 1021-1025. (Special issue on crystal polymorphism)
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`Zhang, X.; Matzger, A. J., “Effect of Ring Fusion on the Electronic Absorption and Emission Properties
`of Oligothiophenes” J. Org. Chem. 2003, 68, 9813-9815.
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`Johnson, J. P.; Bringley, D. A.; Wilson, E. E.; Lewis, K. D.; Beck, L. W.; Matzger, A. J., “Comparison of
`'Polynaphthalenes' Prepared by Two Mechanistically Distinct Routes” J. Am. Chem. Soc. 2003, 125,
`14708-14709.
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`Rodríguez-Spong, B.; Price, C. P.; Jayasankar, A.; Matzger, A. J.; Rodríguez-Hornedo N., “General
`Principles of Pharmaceutical Solid Polymorphism: A Supramolecular Perspective” Adv. Drug Deliv.
`Rev. 2004, 56, 241-274. (Featured on the cover)
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`Chae, H. K.; Siberio-Perez, D. Y.; Kim, J.; Go, Y-B; Eddaoudi, M.; Matzger, A. J.; O'Keeffe, M.; Yaghi,
`O. M., “A Route to High Surface Area, Porosity and Inclusion of Large Molecules in Crystals” Nature
`2004, 427, 523-527. (Highlighted in “This Week” in Nature. Featured in Chemical and Engineering
`News, New York Times, Materials Today, Science Now, New Scientist Magazine, and BBC radio)
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`Bong, D. T. Y.; Chan, E. W. L.; Diercks, R.; Dosa, P. I.; Haley, M. M.; Matzger, A. J.; Miljanić, O. Š.;
`Vollhardt, K. P. C.; Bond, A. D.; Teat, S. J.; Stanger, A.” Syntheses of Syn and Anti Doublebent
`[5]Phenylene, ” Org. Lett. 2004, 6, 2249-2252.
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`Kumaraswamy, S.; Jalsatgi, S. S.; Matzger, A. J.; Miljanić, O. Š.; Vollhardt, K. P. C., “Anatomy of a
`Cyclohexatriene: Chemical Dissection of the π and σ Frame of Angular [3]Phenylene, “Angew. Chem.
`Int. Ed., 2004, 43, 3711-3715.
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`“Two-Dimensional Crystallization: Self-Assembly,
`Plass, K. E.; Kim, K.; Matzger, A. J.,
`Pseudopolymorphism, and Symmetry-Independent Molecules” J. Am. Chem. Soc. 2004, 126, 9042-
`9053.
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`Lewis, K. D.; Rowe, M. P.; Matzger, A. J., “Ethynyl Sulfides as Participants in Cascade
`Cycloaromatizations” Tetrahedron 2004, 60, 7191-7196. (Special issue honoring Robert Grubbs)
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`Zhang, X.; Köhler, M.; Matzger, A. J., “Alkyl-Substituted Thieno[3,2-b]thiophene Polymers and Their
`Dimeric Subunits” Macromolecules 2004, 37, 6306-6315.
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`IPR2020-00040
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`Rowe, M. P.; Plass, K. E.; Kim, K.; Kurdak, C; Zellers, E. T.; Matzger, A. J., “Single-Phase Synthesis of
`Functionalized Gold Nanoparticles” Chem. Mater. 2004, 16, 3513-3517.
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`Price, C. P.; Matzger, A. J., “Crystal Chemistry of VAPOL” J. Org. Chem. 2005, 70, 1-6. (Featured on
`the cover)
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`Kim, K.; Plass K. E.; Matzger, A. J., “Conformational Pseudopolymorphism and Orientational Disorder
`in Two-Dimensional Alkyl Carbamate Crystals” Langmuir 2005, 21, 647-655.
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`Kurdak, C; Kim, J.; Kuo, A.; Lucido, J. J.; Farina, L. A.; Bai, X.; Rowe, M. P.; Matzger, A. J., “1/f Noise
`in Gold Nanoparticle Chemosensors, ” Appl. Phys. Lett. 2005, 86, 073506.
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`Kim, K.; Plass, K. E.; Matzger, A. J., “Structure of and Competitive Adsorption in Alkyl Dicarbamate
`Two-Dimensional Crystals” J. Am. Chem. Soc. 2005, 127, 4879-4887.
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`Price, C. P.; Grzesiak, A. L.; Matzger, A. J., “Crystalline Polymorph Selection and Discovery with
`Polymer Heteronuclei” J. Am. Chem. Soc. 2005, 127, 5512-5517. (Featured in Chemical and
`Engineering News as News of the Week for April 11, 2005 and in Science News)
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`Centrone, A.; Siberio-Pérez, D. Y.; Millward, A. R.; Yaghi, O. M.; Matzger, A. J.; Zerbi, G., “Raman
`Spectra of Hydrogen and Deuterium Adsorbed on a Metal-Organic Framework” Chem. Phys. Lett.
`2005, 411, 516-519.
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`Lewis, K. D.; Matzger, A. J., “Bergman Cyclization of Sterically Hindered Substrates and Observation of
`Phenyl-Shifted Products” J. Am. Chem. Soc. 2005, 127, 9968-9969.
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`Zhang, X.; Côté, A. P.; Matzger, A. J., “Synthesis and Structure of Fused α-Oligothiophenes with up to
`Seven Rings” J. Am. Chem. Soc. 2005, 127, 10502-10503. (Featured in Chemical and Engineering
`News as a Science & Technology Concentrate for July 25, 2005)
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`Côté, A. P.; Benin, A. I.; Ockwig, N. W.; O'Keeffe, M; Matzger, A. J., Yaghi, O. M., “Porous, Crystalline,
`Covalent Organic Frameworks” Science 2005, 310, 1166-1170.
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`Price, C. P.; Glick, G. D.; Matzger, A. J., “Dissecting the Behavior of a Promiscuous Solvate Former”
`Angew. Chem. Int. Ed. 2006, 45, 2062-2066.
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`Wong-Foy, A. G.; Matzger, A. J.; Yaghi, O. M., “Exceptional H2 Saturation Uptake in Microporous
`Metal-Organic Frameworks” J. Am. Chem. Soc. 2006, 128, 3494-3495.
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`Grzesiak, A. L.; Uribe, F. J.; Ockwig, N. W.; Yaghi, O. M.; Matzger, A. J., “Polymer-Induced
`Heteronucleation for the Discovery of New Extended Solids” Angew. Chem. Int. Ed. 2006, 45, 2553-
`2556. (Highlighted as an Editors’ Choice in the March 31, 2006 issue of Science Magazine)
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`Osuna, R. M.; Zhang, X.; Matzger, A. J.; Hernandez, V.; Lopez-Navarrete, J. T., “Combined Quantum
`Chemical Density Functional Theory and Spectroscopic Raman and UV-vis-NIR Study of
`Oligothienoacenes with Five and Seven Rings” J. Phys. Chem. A. 2006, 15, 5058-5065.
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`Plass, K. E.; Engle, K. M.; Cychosz, K. A.; Matzger, A. J., “Large-periodicity Two-Dimensional Crystals
`by Cocrystallization” Nano Lett. 2006, 6, 1178-1183. (Featured in the Veeco Metrolgy 2007 calendar as
`November)
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`Zhang, X.; Johnson, J. P.; Kampf, J. W.; Matzger, A. J., “Ring Fusion Effects on the Solid-State
`Properties of α-Oligothiophenes” Chem. Mater., 2006, 18, 3470-3476.
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`IPR2020-00040
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`Plass, K. E.; Matzger. A. J., “Spatial and Temporal Control Over Adsorption from Multicomponent
`Solutions” Chem. Commun., 2006, 33, 3486-3488. (Featured on the inside cover)
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`Grzesiak, A. L.; Matzger, A. J., “Selection and Discovery of Polymorphs of Platinum Complexes
`Facilitated by Polymer-Induced Heteronucleation” Inorg. Chem., 2007, 46, 453-457.
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`Plass, K. E.; Grzesiak, A. L., Matzger, A. J., “Molecular Packing and Symmetry of Two-Dimensional
`Crystals” Acc. Chem. Res. 2007, 40, 287-293.
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`San Miguel, L.; Porter III, W. W.; Matzger A. J., “Planar β-Linked Oligothiophenes Based on
`Thieno[3,2-b]thiophene and Dithieno[3,2-b:2',3'-d]thiophene Fused Units” Org. Lett. 2007, 9, 1005-
`1008.
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`Siberio-Pérez, D. Y.; Wong-Foy, A. G.; Yaghi, O. M.; Matzger, A. J., “Raman Spectroscopic
`Investigation of CH4 and N2 Adsorption in Metal-Organic Frameworks” Chem. Mater. 2007, 19, 3681-
`3685.
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`Kim, E. G.; Coropceanu, V.; Gruhn, N. E.; Sanchez-Carrera, R. S.; Snoeberger, R.; Matzger, A. J.;
`Bredas, J. L., “Charge Transport Parameters of the Pentathienoacene Crystal” J. Am. Chem. Soc.
`2007 129, 13072-13081.
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`Grzesiak, A. L.; Matzger, A. J., “New Form Discovery for the Analgesics Flurbiprofen and Sulindac
`Facilitated by Polymer-Induced Heteronucleation” J. Pharm. Sci., 2007, 2978-2986.
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`Plass, K. E.; Engle, K. M.; Matzger, A. J., “Contrasting Two- and Three-Dimensional Crystal Properties
`of Isomeric Dialkyl Phthalates” J. Am. Chem. Soc. 2007, 129, 15211-15217.
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`San Miguel, L.; Matzger A. J., “Dialkyl-substituted thieno[3,2-b]thiophene based polymers containing
`2,2-bithiophene, thieno[3,2-b]thiophene, and ethynylene spacers” Macromolecules, 2007, 40, 9233-
`9237.
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`Wong-Foy, A. G., Lebel, O., Matzger, A. J., “Porous Crystal Derived from a Tricarboxylate Linker with
`Two Distinct Binding Motifs” J. Am. Chem. Soc., 2007, 129, 15740-15741.
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`Matzger, A. J., “Editorial: Facets of Polymorphism in Crystals” Cryst. Growth Des., 2008, 8, 2.
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`Porter III, W. W.; Elie, S. C.; Matzger, A. J., “Polymorphism in Carbamazepine Cocrystals” Cryst.
`Growth Des., 2008, 8, 14-16.
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`Lutker, K. M., Tolstyka, Z. P.; Matzger, A. J., “Investigation of a Privileged Polymorphic Motif: A Dimeric
`ROY Derivative” Cryst. Growth Des., 2008, 8, 136-139. (Featured on the cover of the January 2008
`issue)
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`Grzesiak, A. L.; Matzger, A. J., “Selection of Protein Crystal Forms Facilitated by Polymer-Induced
`Heteronucleation” Cryst. Growth Des., 2008, 8, 347-350.
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`Koh, K.; Wong-Foy, A. G.; Matzger A. J., “A Crystalline Mesoporous Coordination Polymer with High
`Microporosity” Angew. Chem Int. Ed. Engl., 2008, 47, 677-680. (Featured in Chemical and Engineering
`News as News of the Week for Dec 24, 2007)
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`Mitchell-Koch, K; Matzger, A. J., “Evaluating Computational Predictions of the Relative Stabilities of
`Polymorphic Pharmaceuticals” J. Pharm. Sci., 2008, 97, 2121-2129.
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`IPR2020-00040
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` Adam J. Matzger
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`Cychosz, K. A.; Wong-Foy, A. G.; Matzger, A. J., “Liquid Phase Adsorption by Microporous
`Coordination Polymers: Removal of Organosulfur Compounds” J. Am. Chem. Soc., 2008, 130, 6928-
`6939.
`
`Caskey, S. R.; Wong-Foy, A. G.; Matzger, A. J., “Dramatic Tuning of Carbon Dioxide Uptake via Metal
`Substitution in a Coordination Polymer with Cylindrical Pores” J. Am. Chem. Soc. 2008, 130, 6938-
`6939.
`
`Caskey, S. R.; Wong-Foy, A. G.; Matzger, A. J., “Phase Selection and Discovery among Five
`Assembly Modes in a Coordination Polymerization” Inorg. Chem. 2008, 47, 7751-7756.
`
`Caskey, S. R.; Matzger, A. J., “Selective Metal Substitution for the Preparation of Heterobimetallic
`Microporous Coordination Polymers” Inorg. Chem. 2008, 47, 7942-7944.
`
`San Miguel, L.; Matzger, A. J., “Regiochemical Effects of Sulfur Oxidation on the Electronic and Solid-
`State Properties of Planarized Oligothiophenes Containing Thieno[3,2-b]thiophene Units” J. Org.
`Chem. 2008, 73, 7882-7888.
`
`Kinnibrugh, T.L.; Salman, S.; Getmanenko, Y.A.; Coropceanu, V.; Porter, W.W.; Timofeeva, T.V.;
`Matzger, A.J.; Bredas, J.L.; Marder, S.R.; Barlow, S., “Dipolar Second-Order Nonlinear Optical
`Chromophores Containing Ferrocene, Octamethylferrocene, and Ruthenocene Donors and Strong π-
`Acceptors: Crystal Structures and Comparison of π-Donor Strengths” Organometallics 2009, 28, 1350-
`1357.
`
`Koh, K.; Wong-Foy, A. G.; Matzger A. J., “A Porous Coordination Copolymer with over 5000 m2/g BET
`Surface Area” J. Am. Chem. Soc. 2009, 131, 4184-4185. (Featured in Chemical and Engineering News
`as a Science Concentrate for Mar 24, 2009)
`
`López-Mejías, V.; Kampf, J. W.; Matzger, A. J., “Polymer-Induced Heteronucleation of Tolfenamic
`Acid: Structural Investigation of a Pentamorph” J. Am. Chem. Soc. 2009, 131, 4554-4555.
`
`Ahn, S.; Morrison, C. N.; Matzger, A. J., “Highly Symmetric 2D Rhombic Nanoporous Networks from
`Low Symmetry Amphiphiles” J. Am. Chem. Soc. 2009, 131, 7946-7947.
`
`Henssler, J. T.; Matzger, A. J. “Facile and Scalable Synthetic Approach to the Fused-Ring
`Heterocycles Thieno[3,2-b]thiophene and Thieno[3,2-b]furan,” Org. Lett. 2009, 11, 3144-3147.
`
`Navarro-Fuster, V.; Calzado E. M.; Ramirez, M. G.; Boj, P. G.; Henssler, J. T.; Matzger, A. J.;
`Hernández, V.; López Navarrete, J. T.; Díaz-García, M. A. “Effect of ring fusion on the amplified
`spontaneous emission properties of oligothiophenes,” J. Mater. Chem. 2009, 19, 6556-6567.
`
`Osuna, R. M.; Ruiz Delgado, M. C.; Hernández, V.; López Navarrete, J. T.; Vercelli, B.; Zotti, G.;
`Suzuki, Y.; Yamaguchi, S.; Henssler, J. T.; and Matzger, A. J. “Oxidation of End-Capped
`Pentathienoacenes and Characterization of Their Radical Cations,” Chem. Eur. J. 2009, 15, 12346-
`12361.
`
`Osuna, R. M.; Hernández, V.; López Navarrete, J. T.; Aragó, J.; Viruela, P. M.; Ortí, E.; Suzuki, Y.;
`Yamaguchi, S.; Henssler, J. T.; Matzger, A. J. “FT Raman and DFT Study on a Series of All-Anti
`Oligothienoacenes End-Capped with Triisopropylsilyl Groups,” ChemPhysChem 2009, 10, 3069-3076.
`
`Porter III, W. W.; Wong-Foy, A. G.; Matzger, A. J., “Beryllium benzene dicarboxylate: the first beryllium
`microporous coordination polymer” J. Mater. Chem. 2009, 19, 6489-6491.
`
`Ahmad, R.; Wong-Foy, A. G.; Matzger, A. J., “Microporous Coordination Polymers as Selective
`Sorbents for Liquid Chromatography” Langmuir, 2009, 25, 11977–11979.
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`IPR2020-00040
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`Ahn, S.; Matzger, A. J., “Anatomy of One-Dimensional Cocrystals: Randomness into Order” J. Am.
`Chem. Soc., 2009, 131, 13826-13832.
`
`Roy, S.; Matzger, A. J., “Unmasking a Third Polymorph of a Benchmark Crystal Structure
`Prediction Compound” Angew. Chem Int. Ed. Engl., 2009, 48, 8505-8508. (Featured in Chemical and
`Engineering News as a Science Concentrate for Oct 5, 2009; highlighted in the Jan 2010 editorial in
`Organic Process Research & Development).
`
`Koh, K.; Wong-Foy, A. J.; Matzger, A. J., “MOF@MOF: Microporous Core-Shell Architectures” Chem.
`Commun., 2009, 6162-6164.
`
`Cychosz, K. A.; Wong-Foy, A. G.; Matzger, A. J., “Enabling Cleaner Fuels: Desulfurization by
`Adsorption to Microporous Coordination Polymers” J. Am Chem. Soc., 2009, 131, 14538–14543.
`
`McClelland, A. A.; Ahn, S.; Matzger, A. J.; Chen, Z., “Deducing 2D Crystal Structure at the Liquid/Solid
`Interface with Atomic Resolution: a Combined STM and SFG Study” Langmuir, 2009, 25, 11977-
`11979.
`
`Henssler, J. T.; Zhang, X.; Matzger, A. J., “Thiophene/Thieno[3,2-b]thiophene Co-oligomers: Fused-
`Ring Analogs of Sexithiophene” J. Org. Chem. 2009, 74, 9112-9119.
`
`Schnobrich, J. K.; Koh, K.; Sura, K. N., Matzger, A. J., “A Framework for Predicting Surface Areas in
`Microporous Coordination Polymers” Langmuir 2009, 26, 5808-5814.
`
`Liu, M.; Wong-Foy, A. G.; Vallery, R. S.; Frieze, W. E.; Schnobrich, J. K.; Gidley, D. W.; Matzger, A. J.,
`“Evolution of Nanoscale Pore Structure in Coordination Polymers During Thermal and Chemical
`Exposure Revealed by Positron Annihilation” Adv. Materials 2010, 14, 1598-1601. (Featured in
`Chemical and Engineering News as a Science Concentrate for Jan 18, 2010)
`
`Lutker, K.; Matzger, A. J., “Crystal Polymorphism in a Carbamazepine Derivative: Oxcarbazepine” J.
`Pharm. Sci. 2010, 99, 794-803.
`
`Shaibat, M. A.; Casabianca, L. B.; Siberio-Perez, D. Y.; Matzger, A. J.; Ishii, Y., “Distinguishing
`Polymorphs of the Semiconducting Pigment Copper Phthalocyanine by Solid-State NMR and Raman
`Spectroscopy” J. Phys. Chem. B 2010, 114, 4400-4406.
`
`Lim, C.-S.; Schnobrich, J. K.; Wong-Foy, A. G.; Matzger, A. J., “Metal-Dependent Phase Selection in
`Coordination Polymers Derived from a C2v-Symmetric Tricarboxylate” Inorg. Chem. 2010, 49, 5171-
`5275.
`
`Ahn, S.; Matzger, A. J., “Six Different Assemblies from One Building Block: Two-Dimensional
`Crystallization of an Amide Amphiphile” J. Am. Chem. Soc., 2010, 132, 11364-11371.
`
`Cychosz, K. A.; Ahmad, R.; Matzger, A. J., “Liquid phase separations by crystalline microporous
`coordination polymers” Chem. Sci., 2010, 293-302.
`
`Kim, Y.; Koh, K.; Roll, M. F.; Laine, R. M.; Matzger, A. J., “Porous Networks Assembled from
`Octaphenylsilsesquioxane Building Blocks” Macromolecules, 2010, 43, 6995-7000.
`
`Schnobrich, J. K.; Lebel, O.; Cychosz, K. A.; Dailly, A.; Wong-Foy, A. G.; Matzger A. J., “Linker-
`Directed Vertex Desymmetrization for the Production of Coordination Polymers with High Porosity” J.
`Am. Chem. Soc., 2010, 132, 13941-13948.
`
`Cychosz, K. A.; Matzger A. J., “Water Stability of Microporous Coordination Polymers and the
`Adsorption of Pharmaceuticals from Water” Langmuir, 2010, 26, 17198–17202.
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`Koh, K.; Wong-Foy, A. G.; Matzger, A. J., “Coordination Copolymerization Mediated by Zn4O(CO2R)6
`Metal Clusters: a Balancing Act between Statistics and Geometry” J. Am. Chem. Soc. 2010, 132,
`15005-15010.
`
`Landenberger, K. B.; Matzger, A. J., “Cocrystal Engineering of a Prototype Energetic Material:
`Supramolecular Chemistry of 2,4,6-Trinitrotoluene” Cryst. Growth Des., 2010, 10, 5341-5347.
`(Featured on the cover of the December 2010 issue)
`
`Park, T.-H.; Cychosz, K. A.; Wong-Foy, A. G.; Dailly, A.; Matzger, A. J., “Gas and Liquid Phase
`Adsorption in Isostructural Cu3[biaryltricarboxylate]2 Microporous Coordination Polymers” Chem.
`Commun., 2011, 47, 1452-1454.
`
`Bolton, O.; Matzger, A.J., “Improved Stability and Smart-Material Functionality Realized in an Energetic
`Cocrystal” Angew. Chem. Int. Ed. Engl., 2011, 50, 8960-8963. Highlighted in RSC Chemistry World
`(Sep 6, 2011) and ScienceNews.org (Oct 22, 2011).
`
`Lutker, K. M.; Quiñones, R.; Xu, J.; Ramamoorthy, A.; Matzger, A. J., “Polymorphs and Hydrates of
`Acyclovir” J. Pharm Sci., 2011, 27, 949-963.
`
`Morrison, C. N.; Ahn, S.; Schnobrich, J. K.; Matzger, A. J., “Two-Dimensional Crystallization of
`Carboxylated Benzene Oligomers” Langmuir, 2011, 27, 936-942.
`
`McClelland, A. A.; López-Mejías, V.; Matzger, A. J.; Chen, Z., “Peering at a Buried Polymer-Crystal
`Interface: Probing Heterogeneous Nucleation by Sum Frequency Generation Vibrational Spectroscopy”
`Langmuir, 2011, 27, 2162-2165.
`
`Foroughi, L. M.; Kang, Y.-N.; Matzger, A. J., “Polymer-Induced Heteronucleation for Protein Single
`Crystal Growth: Structural Elucidation of Bovine Liver Catalase and Concanavalin A Forms” Cryst.
`Growth Des., 2011, 11, 1294-1298.
`
`Kizzie, A. C.; Wong-Foy, A. G.; Matzger, A. J., “Effect of Humidity on the Performance of Microporous
`Coordination Polymers as Adsorbents for CO2 Capture” Langmuir, 2011, 27, 6368-6373.
`
`Park, T.-H.; Koh, K.; Wong-Foy, A. G.; Matzger, A. J., “Non-linear Properties in Coordination
`Copolymers Derived from Randomly Mixed Ligands” Cryst. Growth Des., 2011, 11, 2059-2063.
`
`López-Mejías, V.; Knight, J. L.; Brooks, C. L Matzger, A. J., “On the Mechanism of Crystalline
`Polymorph Selection by Polymer Heteronuclei” Langmuir, 2011, 27, 7575-7579.
`
`Foroughi, L. M.; Matzger A. J., “Two Dimensional Chirality: Intelligent Design” Nat Chem. 2011, 3, 663-
`665.
`
`Foroughi, L. M.; Kang, Y.-N.; Matzger A. J., “Sixty years from discovery to solution: crystal structure of
`bovine liver catalase form III” Acta Cryst. 2011, D67, 756-762.
`
`Ahn,S.; Henssler, J. T.; Matzger, A. J., “Conglomerate with periodic enantiomer inclusion: A
`mechanism for homochirality erosion” Chem. Commun., 2011, 47, 11432-11434.
`
`Feldblyum, J. I.; Liu, M.; Gidley, D. W.; Matzger, A. J., “Reconciling the Discrepancies between
`Crystallographic Porosity and Guest Access As Exemplified by Zn-HKUST-1” J. Am. Chem. Soc.,
`2011, 133, 18257-18263.
`
`Park, T.-H.; Hickman, A. J.; Koh, K.; Martin, S.; Wong-Foy, A. G.; Sanford, M. S.; Matzger, A. J.,
`“Highly Dispersed Palladium(II) in a Defective Metal-Organic Framework: Application to C-H Activation
`and Functionalization” J. Am. Chem. Soc., 2011, 133, 20138-20141.
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`Mylan Pharmaceuticals Inc. v. Merck Sharp & Dohme Corp.
`IPR2020-00040
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`Feldblyum, J. I..; Keenan, E. A.; Matzger, A. J.; Maldonado, S., “Photoresponse Characteristics of
`Archetypal Metal-Organic Frameworks” J. Phys. Chem. C, 2012, 116, 3112-3121.
`
`Roy, S.; Quiñone, R.; Matzger, A. J., “Structural and Physicochemical Aspects of Dasatinib Hydrate
`and Anhydrate Phases” Cryst. Growth Des., 2012, 12, 2122-2126.
`
`Ahn, S.; Matzger A. J., “Additive Perturbed Molecular Assembly in Two-Dimensional Crystals:
`Differentiating Kinetic and Thermodynamic Pathways” J. Am. Chem. Soc. 2012, 134, 3208-3214.
`
`Liao, Y.; Yang, S. Y.; Koh, K.; Matzger, A. J.; Biteen, J. S., “Heterogeneous Single-Molecule Diffusion
`in One-, Two-, and Three-Dimensional Microporous Coordination Polymers: Directional, Trapped, and
`Immobile Guests” Nano Lett., 2012, 12. 3080-3085.
`
`López-Mejías, V.; Kampf, J. W.; Matzger, A. J., “Nonamorphism in Flufenamic Acid and a New Record
`for a Polymorphic Compound with Solved Structures” J. Am. Chem. Soc. 2012, 134, 9872-9875.
`
`Landenberger, K. B.; Matzger, A. J., “Cocrystals of 1,3,5,7-Tetranitro-1,3,5,7-tetrazacyclooctane
`(HMX)” Cryst. Growth Des., 2012, 12, 3603-3609.
`
`Koh, K.; Van Oosterhout, J. D.; Roy, S.; Wong-Foy, A. G.; Matzger, A. J., “Exceptional surface area
`from coordination copolymers derived from two linear linkers of differing lengths” Chem. Sci., 2012, 3,
`2429-2431. Featured in Chemical and Engineering News (June 4, 2012).
`
`Feldblyum, J. I.; Wong-Foy, A. G..; Matzger, A. J., “Non-interpenetrated IRMOF-8: synthesis,
`activation, and gas sorption” Chem. Commun. 2012, 48, 9828-9830.
`
`Bolton, O.; Simke, L. R.; Pagoria, P. F.; Matzger, A. J., “High Power Explosive with Good Sensitivity: A
`2:1 Cocrystal of CL-20:HMX” Cryst. Growth Des. 2012, 12, 4311-4314. Highlighted in Featured in
`Chemical and Engineering News (Sep 10, 2012), the Economist (Sep 15, 2012), and Popular
`Mechanics (Sep 14, 2012).
`
`Changi, S.; Matzger, A. J.; Savage, P. E., “Kinetics and pathways for an algal phospholipid (1,2-
`dioleoyl-sn-glycero-3-phosphocholine) in high-temperature (175-350 °C) water” Green Chem, 2012, 14,
`2856.
`
`Henssler, J. T.; Matzger A. J., “Regiochemical Effects of Furan Substitution on the Electronic
`Properties and Solid-State Structure of Partial Fused-Ring Oligothiophenes” J. Org. Chem., 2012, 77,
`9298-9303.
`
`Liu, B.; Wong-Foy, A. G.; Matzger, A. J., “Rapid and enhanced activation of microporous coordination
`polymers by flowing supercritical CO2” Chem. Commun., 2013, 49, 1419-1421.
`
`Shaw, C. M.; Zhang, X.; San Miguel, L.; Matzger, A. J.; Martin, D. C., “Synthesis and structure of
`alpha-substituted pentathienoacenes” J. Mat. Chem. C, 2013, 1, 3686-3694.
`
`Dutta, D.; Feldblyum, J. I.; Gidley, D. W.; Imirzian, J.; Liu, M.; Matzger, A. J.; Vallery, R. S.; Wong-Foy,
`A. W. “Evidence of Positronium Bloch States in Porous Crystals of Zn4O coordination polymers.” Phys.
`Rev. Lett. 2013, 110, 197403.
`
`Landenberger, K. B.; Bolton, O.; Matzger, A. J. "Two Isostructural Explosive Cocrystals with
`Significantly Different Thermodynamic Stabilities" Angew. Chem Int. Ed., 2013, 52, 6468-6471.
`
`Feldblyum, J. I.; Dutta, D.; Wong-Foy, A. G.; Dailly, A.; Imirzian, J; Gidley, D. W.; Matzger, A. J.
`in Zn4O(2,6-naphthalene
`“Interpenetration, Porosity, and High-Pressure Gas Adsorption
`dicarboxylate)3.” Langmuir, 2013, 29, 8146-8153.
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`IPR2020-00040
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` Adam J. Matzger
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`Roy, S.; Chamberlin, B.; Matzger, A. J., “Polymorph Discrimination using Low Wavenumber Raman
`Spectroscopy” Org. Process Res. Dev., 2013, 17