SYNTHESIS OF MESOCYCLIC AND MACROCYCLIC THIACROWN ETHERS CONTAINING -SCH2SCH2S- UNITS USING THIO(BISCHLOROMETHANE)

被引:9
|
作者
EDEMA, JJH
BUTER, J
STOCK, HT
KELLOGG, RM
机构
[1] Department of Organic and Molecular Inorganic Chemistry, University of Groningen, 9747 AG Groningen
关键词
THIACROWN ETHERS; CYCLIC SULFIDES; 2-THIAPROPANE UNITS;
D O I
10.1016/S0040-4020(01)80477-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxidative cleavage of 1,3,5-trithiane 1 by 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 straight-forward synthesis of a novel series of thiacrown ethers possessing methylene bridges between the heteroatoms. These molecules have chemical and physical properties that differ considerably in their solubilities from those of their ethylenic or propylenic counterparts.
引用
收藏
页码:8065 / 8072
页数:8
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