Versatile cavitands for small molecules: the entropically driven ethanol selectivity

Authors
Paek, K Cho, J
Citation
K. Paek et J. Cho, Versatile cavitands for small molecules: the entropically driven ethanol selectivity, TETRAHEDR L, 42(10), 2001, pp. 1927-1929
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
10
Year of publication
2001
Pages
1927 - 1929
Database
ISI
SICI code
0040-4039(20010304)42:10<1927:VCFSMT>2.0.ZU;2-L
Abstract
Two new C-2, cavitands based on resorcin[4]arene were synthesized and their binding properties for nine small molecules were studied. The alcohol sele ctivity was in the order of CH3OH similar to CH3CHOHCH3<CH3CH2CH2OH <much l ess than> CH3CH2OH with the highest K-a = 260 M-1 at 23 degreesC in CDCl3. Their carceroisomerism was observed by H-1 NMR spectra and the quinone-capp ed cavitand's complexation of ethanol was driven entropically. (C) 2001 Els evier Science Ltd. All rights reserved.