The use of aminoiminomethanesulfinic acid (thiourea dioxide) under phase transfer conditions for generating organochalcogenate anions. Synthesis of sulfides, selenides and tellurides
作者:J.V. Comasseto、E.S. Lang、J. Tercio、B. Ferreira、F. Simonelli、V.R. Correia
DOI:10.1016/0022-328x(87)80095-5
日期:1987.11
quenched by alkyl and activated aryl halides to give the corresponding sulfides and selenides in high yield (77–97%). The aryltellurolates react with alkyl halides giving the aryl alkyl tellurides in 81–96% yield. The procedure could not be successfully used for the synthesis of dialkylselenides and dialkyl tellurides; low yields and mixture of products were formed.
描述了一种方法,该方法允许在相转移条件下从相应的二有机二硫代碳酸酯开始原位合成芳基烷基,二芳基和二烷基硫属化物。在碱性介质中,氨基亚氨基甲烷亚磺酸(二氧化硫脲)可还原二氰化物,并由季铵盐催化。对于二芳基二硫化物和二芳基二硒化物,在氢氧化钠浓度为13%时,还原很容易进行;二芳基二碲化物需要50%的氢氧化钠溶液以生成芳基碲酸根阴离子。二烷基二硒化物和二烷基二碲化物更难以还原。用烷基和活化的芳基卤化物淬灭中间体芳基硫醇盐和芳基硒酸酯,可以高产率(77-97%)得到相应的硫化物和硒化物。芳碲酸铝盐与烷基卤化物反应,得到芳基烷基碲化物,收率为81–96%。该方法不能成功地用于合成二烷基硒化物和二烷基碲化物。收率低并且形成了产物的混合物。