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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Stepwise Two-Electron-Transfer Reduction of Cyclic Ethers and Lactones with Alkalide K-, K+(15-Crown-5)2

Author(s): Zbigniew Grobelny, Andrzej Stolarzewicz and Adalbert Maercker

Volume 11, Issue 13, 2007

Page: [1126 - 1134] Pages: 9

DOI: 10.2174/138527207781662492

Price: $65

Abstract

The potassium anion possesses two valence electrons in its outer orbital. These two electrons might be transferred to an acceptor molecule simultaneously or stepwise. The stepwise mechanism had been stated till now experimentally only for the reaction of alkalide K-, K+(18-crown-6) with phenylacetylperoxide. A concept of this review was to ascertain if that mechanism has a more general character. Reactions of potassium anions of alkalide K-, K+(15-crown-5)2 with some cyclic ethers and lactones of different ring size were selected for that purpose.

Keywords: phenyloxirane, metal cation, Lactones, radical anion, oxetane


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