The stabilization of transition states by cyclodextrins and other catalysts

被引:113
作者
Tee, OS
机构
[1] Department of Chemistry and Biochemistry, Concordia University, Montreal
来源
ADVANCES IN PHYSICAL ORGANIC CHEMISTRY, VOL 29 | 1994年 / 29卷
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0065-3160(08)60075-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This chapter describes the stabilization of transition states by cyclodextrins and other catalysts. It deals with a particular aspect of the chemistry of cyclodextrins: the effects that they can have on organic reactions by virtue of their abilities to bind to many organic and inorganic species. The main emphasis of this chapter is on catalysis, because this is of greater interest, the Kurz method can also be applied to retardation. In fact, the smooth transition from retardation, through inactivity, to full catalysis can be quantified and analyzed in relation to the structure of the species concerned. Moreover, there are some examples involving catalysis by acids and bases, metal ions, micelles, amylose, catalytic antibodies, and enzymes to give an idea about the ways Kurz's approach may be usefully applied to other catalysts. This chapter concludes that the treatment addressed in the chapter stimulates use and exploration of the Kurz approach to analyzing transition state stabilization. © 1994, Academic Press Limited
引用
收藏
页码:1 / 85
页数:85
相关论文
共 239 条
[21]   DETERMINATION OF INDIVIDUAL RATE CONSTANTS OF ALPHA-CHYMOTRYPSIN-CATALYZED HYDROLYSIS WITH ADDED NUCLEOPHILIC AGENT, 1, 4-BUTANEDIOL [J].
BEREZIN, IV ;
KAZANSKAYA, NF ;
KLYOSOV, AA .
FEBS LETTERS, 1971, 15 (02) :121-+
[22]   INTRINSIC BARRIERS OF REACTIONS AND THE PRINCIPLE OF NONPERFECT SYNCHRONIZATION [J].
BERNASCONI, CF .
ACCOUNTS OF CHEMICAL RESEARCH, 1987, 20 (08) :301-308
[23]   THE PRINCIPLE OF NONPERFECT SYNCHRONIZATION - MORE THAN A QUALITATIVE CONCEPT [J].
BERNASCONI, CF .
ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (01) :9-16
[24]  
BERNASCONI CF, 1992, ADV PHYS ORG CHEM, V27, P119
[25]   HYDROLYTIC CLEAVAGE OF PARA-NITROPHENYL ALKANOATES IN AQUEOUS-SOLUTIONS OF CYCLODEXTRINS [J].
BONORA, GM ;
FORNASIER, R ;
SCRIMIN, P ;
TONELLATO, U .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (03) :367-369
[26]   REACTIONS OF DIARYL CARBONATES AND METHYLPHOSPHONATES WITH CYCLOAMYLOSES [J].
BRASS, HJ ;
BENDER, ML .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (16) :5391-5399
[27]   APPROACHES TO ARTIFICIAL ENZYMES [J].
BRESLOW, R .
ANNALS OF THE NEW YORK ACADEMY OF SCIENCES, 1986, 471 :60-69
[28]   ARTIFICIAL ENZYMES [J].
BRESLOW, R .
SCIENCE, 1982, 218 (4572) :532-537
[29]   OPTIMIZATION OF METALLOCENE SUBSTRATES FOR BETA-CYCLODEXTRIN REACTIONS [J].
BRESLOW, R ;
TRAINOR, G ;
UENO, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (09) :2739-2744
[30]   BIOMIMETIC CONTROL OF CHEMICAL SELECTIVITY [J].
BRESLOW, R .
ACCOUNTS OF CHEMICAL RESEARCH, 1980, 13 (06) :170-177