Tetrahedron

Synthesis of mesocyclic and macrocyclic thiacrown ethers containing-SCH 2 SCH 2 S-units using thio (bischloromethane)

JJH Edema, J Buter, HT Stock, RM Kellogg

Index: Edema; Buter; Stock; Kellogg Tetrahedron, 1992 , vol. 48, # 37 p. 8065 - 8072

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Citation Number: 10

Abstract

Oxidative cleavage of 1, 3, 5-trithiane 1 by the thionyl chloride is promoted by a catalytic quantity of a Lewis acid like zinc bromide or aluminum chloride and results in the formation of pure thiobis (chloromethane)(2). This reagent has been successfully employed in the straightforward synthesis of a novel series of thiacrown ethers possessing methylene bridges between the heteroatoms. These molecules have chemical and physical ...