Gary R. Weisman

Professor
Organic Chemistry
Department of Chemistry
University of New Hampshire
Durham, NH 03824-3598 U.S.A.
Phone: 603-862-2304
Fax: 603-862-4278
gary.weisman@unh.edu

Education and Achievements

B.S., 1971, University of Kentucky
Ph.D., 1976, University of Wisconsin at Madison
Postdoctoral Research Associate, 1976-77, University of California, Los Angeles
Visiting Associate Professor, 1986, University of Wisconsin at Madison
Visiting Fellow, 1987, University of Bristol, England
Visiting Fellow, 1998, University of Bristol, England
Wilsmore Fellow, University of Melbourne, 2002
Visiting Fellow, Australian National University, 2005
Visiting Professor, University of Melbourne, Australia, 2005
Teaching Excellence Award - UNH College of Engineering and Physical Sciences, 1995

Research Interests

Physical organic chemistry, stereochemistry and conformational analysis, chemistry of polyamines, supramolecular and coordination chemistry, organic reaction mechanisms.

Current Research Interests

Physical organic chemistry, synthesis, reactions, and special properties of amines and polyamines; Ligand design and supramolecular chemistry; Conformational analysis and molecular modeling; Intramolecular interactions including transannular interactions; Transacylation reactions; In/out isomerism and homeomorphic isomerization of bicyclic molecules; Use of modern NMR techniques in structural and conformational analysis of organic and metallo-organic compounds.

Much of our research is presently focused upon investigation of cyclic and polycyclic polyamines. In a collaborative effort with Professor Ed Wong and his group in our Inorganic Chemistry Division, we are carrying out investigations of the coordination chemistry of a variety of novel polyamine ligands. Polyaza molecules including aminals, amidines, orthoamides, and ureas are proving to be useful synthetic intermediates for the preparation of macrocyclic and polycyclic polyamines, pendant-arm derivatives, and bis-(macrocyclic polyamine) molecules suitable for formation of bimetallic complexes. Novel tricyclic bisamidine ligands are also being studied. Our two groups, in collaboration with Professor Carolyn Anderson and her group at the Mallinkrodt Institute of Radiology of the Washington University School of Medicine (St. Louis) are investigating the use of "cross-bridged" tetraamines in radiopharmaceutical applications.

Other ongoing projects include studies of stereoelectronic effects, transannular interactions in medium-ring difunctional compounds, and fundamental studies of transacylation reactions in cyclic and polycyclic esters, carbonates, amides, and ureas. Conformational analyses of these systems are being carried out using modern NMR and computational chemistry methods.

Group Members

L-R: Peter, Matt, Dave, Antoinette and Dan
Hover over the picture to see the Weisman Group's alter ego...

Graduate Researchers
Dave Martin, M.S. Candidate djm@cisunix.unh.edu
Antoinette Odendaal, Ph.D. Candidate ayo@cisunix.unh.edu
Dan Stigers, Ph.D. Candidate dstigers@cisunix.unh.edu
Matt Young, Ph.D. Candidate mjt23@unh.edu

Selected Publications

“Preparation and Biological Evaluation of Copper-64-labeled Tyr3-octreotate Using a Cross-Bridged Macrocyclic Chelator”, Jennifer E. Sprague, Yijie Peng, Xiankai Sun, Gary R. Weisman, Edward H. Wong, Samuel Achilefu, and Carolyn J. Anderson, Clinical Cancer Research, 2004, 10, 8674-8682.

“Inside or outside a Ligand Cleft? Synthetic, Structural, and Kinetic Inertness Studies of Zinc, Cadmium, and Mercury Complexes of Cross-bridged Cyclam and Cyclen”, Weijun Niu, Edward H. Wong , Gary R. Weisman , Daniel C. Hill , David J. Tranchemontagne , Kim-Chung Lam , Roger D. Sommer , Lev N. Zakharov, and Arnold L. Rheingold, Dalton Trans., 2004, 3536-3547.

“Structural and Dynamic Studies of the Zinc, Gallium, and Cadmium Complexes of Dicarboxylate Pendant-armed Cross-bridged Cyclen”, Weijun Niu, Edward H. Wong, Gary R. Weisman,* Yijie Peng, Carolyn J. Anderson, Lev N. Zakharov, James A. Golen and Arnold L. Rheingold, Eur. J. Inorg. Chem. 2004, 3310-3315.

“Comparative in Vivo Stability of Copper-64-Labeled Cross-Bridged and Conventional Tetraazamacrocyclic Complexes”, C. Andrew Boswell, Xiankai Sun, Weijun Niu, Gary R. Weisman, Edward H. Wong, Arnold L. Rheingold, and Carolyn J. Anderson, J. Med. Chem., 2004, 47, 1465-1474.

“Copper(II) and zinc(II) Complexes of Amide Pendant-Armed Cross-Bridged Tetraamine Ligands”, Weijun Niu, Edward H. Wong, Gary R. Weisman, Lev. N Zakharov, Chris D. Incarvito, and Arnold. L. Rheingold, Polyhedron, 2004

“A Sterically-Hindered Tricyclic Biimidazoline Ligand which is also a Precursor to a Novel Tetramethyl-Cyclen”, Daniel W. Widlicka , Edward H. Wong, Gary R. Weisman, Roger D. Sommer, Christopher D. Incarvito, and Arnold L. Rheingold, Inorganica Chimica Acta, 2002, 341C, 45-53.

“Radiolabeling and In Vivo Behavior of Copper-64-Labeled Cross-Bridged Cyclam Ligands”, Xiankai Sun, Melinda Wuest, Gary R. Weisman, Edward H. Wong, David P. Reed, C. Andrew Boswell, Ramunas Motekaitis, Arthur E. Martell, Michael J. Welch, and Carolyn J. Anderson, J. Med. Chem., 2002, 45, 469-477.

“Gallium(III) and Indium(III) Complexes of Crossed-Bridged Tetraamine Ligands”, Weijun Niu, Edward H. Wong, Gary R. Weisman, Roger D. Sommer, and Arnold L Rheingold, Inorg. Chem. Commun. 2002, 5, 1-4.

“1,4,7,10-Tetraazacyclododecane”, David P. Reed and Gary R. Weisman, Organic Syntheses, 2002, 78, 73-81.

“A Preconstrained Tricyclic Biimidazoline Ligand Adaptable to Diverse Coordination Modes”, Daniel W. Widlicka , Edward H. Wong, Gary R. Weisman, Kim-Chung Lam, Roger D. Sommer, Christopher D. Incarvito, Arnold L. Rheingold, Inorg. Chem. Commun. 2000, 3, 648-652.

“Synthesis and Characterization of Cross-Bridged Cyclams and Pendant-Armed Derivatives, and Structural Studies of their Copper(II) Complexes”, Edward H. Wong, Gary R. Weisman, Daniel C. Hill, David P. Reed, Mark E. Rogers, Jeffrey S. Condon, Maureen A. Fagan, Joseph C. Calabrese, Kin-Chung Lam, Ilia A. Guzei, and Arnold L. Rheingold, J. Am. Chem. Soc. 2000, 122, 10561-10572.

“Two Novel Zinc(II) Complexes of the 1,8-Cross-Bridged Cyclam Ligand and their Structures”, Weijun Niu, Edward H. Wong, Gary R. Weisman, Kin-Chung Lam, and Arnold L. Rheingold, Inorg. Chem. Commun., 1999, 2, 361-363.

“Evidence for Hydrogen-Bond Enhanced Structural Anomeric Effects from the Protonation of Two Aminals, 5-Methyl-1,5,9-triazabicyclo[7.3.1]tridecane and 1,4,8,11-Tetraazatricyclo[9.3.1.14,8]hexadecane”, Roger W. Alder, Tania M. G. Carniero, Rodney W. Mowlam, Guy A. Orpen, Peter A. Petillo, David J. Vachon, Gary R. Weisman, Jonathan M. White, J. Chem. Soc., Perkin Trans. 2 , 1999, 589-599.

“A New Synthesis of Cyclen (1,4,7,10-Tetraazacyclododecane)”, Gary R. Weisman and David P. Reed, J. Org. Chem. 1996, 61, 5186-5187; Additions and Corrections: J. Org. Chem. 1997, 62, 4548.

“Synthesis and Transition Metal Complexes of New Cross-Bridged Tetraamine Ligands”, Gary R. Weisman, Edward H. Wong, Daniel C. Hill, Mark E. Rogers, David P. Reed, and Joseph C. Calabrese, J. Chem. Soc., Chem. Commun. 1996, 947-948.

“The out,out to out,in Transition for 1,n+2-Diazabicyclo[n.3.1]alkanes”, R. W. Alder, E. Heilbronner, E. Honegger, A. B. McEwen, R. E. Moss, E. Olefirowicz, P. A. Petillo, R. B. Sessions, G. R. Weisman, J. M. White, and Z.Yang, J. Am. Chem. Soc. 1993, 115, 6580-6591.

“New Synthetic Routes to Macrocyclic Triamines”, R. W. Alder, R. W. Mowlam, D. J. Vachon, and G. R. Weisman, J. Chem. Soc., Chem. Commun. 1992, 507-508.

“Cross-Bridged Cyclam. Protonation and Li+ Complexation in a Diamond-Lattice Cleft”, G. R. Weisman, M. E. Rogers, E. H. Wong, J. P. Jasinski, and E. S. Paight, J. Am. Chem. Soc., 1990, 112, 8604-8605.

“Observation of an Eclipsed C(sp3)-CH3 Bond in a Tricyclic Orthoamide: Experimental and Theoretical Evidence for C-H...O Hydrogen Bonding”, P. Seiler, G. R. Weisman, E. D. Glendening, F. Weinhold, V. B. Johnson, and J. D. Dunitz, Angew. Chem. 1987, 99, 1216 1218; Angew. Chem. Int. Ed. Engl. 1987, 26, 1175-1177.