A Bimetallic Aluminum (salen) Complex for the Synthesis of 1, 3-Oxathiolane-2-thiones and 1, 3-Dithiolane-2-thiones

…, RW Harrington, M North, P Villuendas

Index: Clegg, William; Harrington, Ross W.; North, Michael; Villuendas, Pedro Journal of Organic Chemistry, 2010 , vol. 75, # 18 p. 6201 - 6207

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Citation Number: 44

Abstract

The combined use of the bimetallic aluminum (salen) complex [Al (salen)] 2O and tetrabutylammonium bromide (or tributylamine) is found to catalyze the reaction between epoxides and carbon disulfide. In most cases, at 50° C, the reaction produces 1, 3- oxathiolane-2-thiones, while at 90° C, 1, 3-dithiolane-2-thiones are the main product. The structure and stereochemistry of three of the 1, 3-dithiolane-2-thiones is unambiguously ...