Ester hydrolysis by a catalytic cyclodextrin dimer enzyme mimic with a metallobipyridyl linking group

Journal of the American Chemical Society

Volumn 119, Issue 7, 1997, Pages 1676-1681

  Zhang, Biliang ^a   Breslow, Ronald ^a  

^a Columbia University ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; ENZYME MECHANISM; HYDROLYSIS; MODEL; REACTION ANALYSIS;

EID: 0030944388     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja963769d     Document Type: Article

References (20)

1. Breslow, R.; Overman, L. E. J. Am. Chem. Soc. 1970, 92, 1075-1077.
2. Breslow, R.; Greenspoon, N.; Guo, T.; Zarzycki, R. J. Am. Chem. Soc. 1989, 111, 8296-8297.
3. Breslow, R.; Chung, S. J. Am. Chem. Soc. 1990, 112, 9659-9660.
4. Breslow, R.; Halfon, S. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 6916-6918.
5. For a preliminary report of some of this work see the following: Breslow, R.; Zhang, B. J. Am. Chem. Soc. 1992, 114, 5882-5883.
6. Ramadas, K.; Srinivasan, N. Syn. Commun. 1992, 22, 3189-3195.
7. Iyoda, M.; Otsuka, H.; Sato, K.; Nisato, N.; Oda, M. Bull. Chem. Soc. Jpn. 1990, 63, 80-87.
8. Katz, L.; Schroeder, W.; Cohen, M. J. Org. Chem. 1954, 19, 710.
9. Tabushi, I.; Kuroda, Y.; Mochizuki, A. J. Am. Chem. Soc. 1980, 102, 1152-53.
10. Jutzi, P.; Gilge, U. J. Organomet. Chem. 1983, 246, 163.
11. Bailey, T. R. Tetrahedron Lett. 1986, 27, 4407.
12. Siegel, B.; Breslow, R. J. Am. Chem. Soc. 1975, 97, 6869.
13. Smithrud, D. B.; Diederich, F. J. Am. Chem. Soc. 1990, 112, 339.
14. Diederich, F.; Smithrud, D. B.; Sanford, E. M.; Wyman, T. B.; Ferguson, S. B.; Carcanague, D. R.; Chao, I.; Houk, K. N. Acta Chem. Scand. 1992, 46, 205-215.
15. Schneider, H.; Kramer, R.; Simova, S.; Schneider, U. J. Am. Chem. Soc. 1988, 110, 6442-6448.
16. Ferguson, S. B.; Seward, E. M.; Sanford, E. M.; Hester, M.; Uyeki, M.; Diederich. F. Pure Appl. Chem. 1989, 61, 1523-1528.
17. 2 complex is 7.8: Rosch, M. A., Trogler, W. C. Inorg. Chem. 1988, 29, 2409-2416.
18. Breslow, R.; Chipman, D. J. Am. Chem. Soc. 1965, 87, 4195-4196.
19. Swain, C. G.; Swain, S. M.; Berg, F. L. J. Chem. Inf. Comput. Sci. 1980, 20, 47.
20. Reichardt, C. Angew. Chem., Int. Ed. Engl. 1988, 27, 490.