McGill University Department of Chemistry Analytical/Environmental Chemical Biology Chemical Physics Materials Chemistry Synthesis/Catalysis  
Tak-Hang Chan
Tak-Hang Chan

Professor Emeritus

B. Sc. (University of Toronto, 1962)
M. A. (Princeton University, 1963)
Ph. D. (Princeton University, 1965)
Merck Sharpe & Dohme Award, 1982
Senior Killam Fellow, 1983-85
R. U. Lemieux Award, 1993
Fellow, Royal Society of Canada
Honourary Professor: Academia Sinica, Peking University, Lanzhou University
Office: Pulp & Paper 117
Phone: (514)398-2094
Email: Tak-Hang.CHAN@McGill.CA

Research Themes:

Research Description:
There are two areas of research interest. The first is the development of novel organometallic reactions in environmentally clean solvents such as water. These new reactions are then applied to the synthesis of natural products with interesting biological activities. Some examples are the new allylation reactions using indium, tin, antimony and bismuth metals and reagents. The second area of research is in medicinal chemistry. In collaboration with medical scientists, compounds with anti-cancer, anti-bacterial or anti-viral activities are synthesised and evaluated in terms of their structure-activity relationship.

Recent publications:

K.-P. Ho, K.-Y. Wong, T. H. Chan, Indirect Catalytic Epoxidation with Hydrogen Peroxide Electrogenerated in Ionic Liquids, Tetrahedron, 62, 6650-6658 (2006).

M. C. Law, K. Y. Wong, T. H. Chan, Grignard Reagents in Ionic Liquids, Chem. Commun. 2457-2459 (2006).

S. B. Wan, Q. P. Dou, T. H. Chan, Regiospecific and Enantioselective Synthesis of Methylated Metabolites of Tea Catechins, Tetrahedron, 62, 5897-5904 (2006).

X. He, T. H. Chan, Ionic-Tag-Assisted Oligosaccharide Synthesis, Synthesis, 1645-1651 (2006).

X. He, T. H. Chan, New Non-Volatile and Odorless Organosulfur Compounds Anchored on Ionic Liquids. Recyclable Reagents for Swern Oxidation. Tetrahedron, 62, 3389-3394 (2006).

A. Lesimple, O. A. Mamer, W. Miao, T. H. Chan, Electrospray mass spectral fragmentation study of N,N’-disubstituted imidazolium ionic liquids, J. Am. Soc. Mass Spectrom., 17, 85-95 (2006).

M. C. Law, K.-Y. Wong, T. H. Chan, Formation and reactions of alkylzinc reagents in room temperature ionic liquids, J. Org. Chem., 70, 10434-10439 (2005).

A. Lesimple, M. Di Falco, Y. Richard, S. Lesimple, Z. Wang, T. H. Chan, O. A. Mamer, Multiple losses of neutral C14H14 in the tandem mass spectrometry of several perbenzyl ether intermediates in the synthesis of green tea constituents, Rapid Commun. Mass Spectrom. 19, 3253-3258 (2005).

L. Jiang, T. H. Chan, Efficient synthesis of the nonamannoside residue of high mannose glycoproteins, Can. J. Chem., 83, 693-701 (2005).

K.-H. Tong, K.-Y. Wong, T. H. Chan, A chemoenzymic approach to the epoxidation of alkenes in aqueous media, Tetrahedron, 61, 6009-6014 (2005).

L. W. Chung, T. H. Chan, Y. D. Wu, Theoretical study of the intrinsic reactivities of various allylmetals toward carbonyls and water, Organometallics, 24, 1598-1607 (2005).

W. Miao, T. H. Chan, Ionic-liquid-supported peptide synthesis demonstrated by the synthesis of Leu5-enkephalin, J. Org. Chem. 70, 3251-3255 (2005).

K.-F. Chan, Y. Zhao, L. M. C. Chow, T. H. Chan, Synthesis of (±)-5’-methoxyhydnocarpin-D, an inhibitor of the Staphylococus aureus multidrug resistance pump, Tetrahedron, 61, 4149-4156 (2005).

M.C.-Y. Tang, K.-Y. Wong, T. H. Chan, Electrosynthesis of hydrogen peroxide in room temperature ionic liquids and in situ epoxidation of alkenes, Chem. Comm. 1345-1347 (2005).

D. Kuhn, W. H. Lam, A. Kazi, K. G. Daniel, S. Song, L. M. C. Chow, T. H. Chan, Q. P. Dou, Synthetic peracetate polyphenols as potent proteasome inhibitors and apoptosis inducers in human cancer cells, Frontiers in Bioscience, 10, 1010-1023 (2005).

S. B. Wan, K. R. Landis-Piwowar, D. J. Kuhn, D. Chen, Q. P. Dou, T. H. Chan, Structure-activity study of epi-gallocatechin gallate (EGCG) analogs as proteasome inhibitors, Bioorg. Med. Chem., 13, 2177-2185 (2005).

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