Remarks on the mechanism of phase-transfer catalyzed carbanion generation in two-phase systems

Authors
Makosza, M Krylowa, I
Citation
M. Makosza et I. Krylowa, Remarks on the mechanism of phase-transfer catalyzed carbanion generation in two-phase systems, TETRAHEDRON, 55(20), 1999, pp. 6395-6402
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
20
Year of publication
1999
Pages
6395 - 6402
Database
ISI
SICI code
0040-4020(19990514)55:20<6395:ROTMOP>2.0.ZU;2-P
Abstract
Competitive of addition of CCl3- anions to N-alkyl-pyridinium salts and to vinyl acetate, t-butyl acrylate and benzaldehyde was studied in a two-phase system, chloroform I cone, aqueous NaOH, and in a homogeneous medium. The results support an interfacial mechanism for generation of carbanions and i ndicate that chloroform is deprotonated by NaOH at the interface. (C) 1999 Elsevier Science Ltd. All rights reserved.