TEMPLATION IN THE FORMATION OF CARCEPLEXES

Citation
Rg. Chapman et Jc. Sherman, TEMPLATION IN THE FORMATION OF CARCEPLEXES, Journal of organic chemistry, 63(12), 1998, pp. 4103-4110
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
63
Issue
12
Year of publication
1998
Pages
4103 - 4110
Database
ISI
SICI code
0022-3263(1998)63:12<4103:TITFOC>2.0.ZU;2-Y
Abstract
The formation of carceplexes and hemicarceplexes involves an assembly process whereby a molecular template is entrapped between two bowl-sha ped molecules. The process can be highly selective such that a million -fold range in template recognition has been realized. The relative te mplate abilities, or template ratios, for 34 molecules in forming carc eplex a guest is described. Species with one, two, and three bridges l inking the two ''bowls'' are reported and were used to delineate the g uest-determining step of the reaction. The effect of base and solvent on the reaction are also described, and a discussion of the reaction m echanism is presented.