Artificial receptors involved in enolization and pK(a) shifts

Authors
Snowden, TS Bisson, AP Anslyn, EV
Citation
Ts. Snowden et al., Artificial receptors involved in enolization and pK(a) shifts, BIO MED CH, 9(9), 2001, pp. 2467-2478
Citations number
40
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY
ISSN journal
09680896 → ACNP
Volume
9
Issue
9
Year of publication
2001
Pages
2467 - 2478
Database
ISI
SICI code
0968-0896(200109)9:9<2467:ARIIEA>2.0.ZU;2-5
Abstract
Abiotic receptors used to enolize carbonyl compounds or to shift substrate pK(a) values are reviewed. These systems exhibit disparate frameworks and s everal approaches to binding and anion stabilization. Detailed emphasis is placed on a bicyclic cyclophane that induces pK(a) shifts in active methyle ne compounds through NH-pi hydrogen bonding with the resultant enolates. (C ) 2001 Elsevier Science Ltd. All rights reserved.