The selective functionalization of saturated hydrocarbons .33. Further reactions which take place in the Fe-II-Fe-IV manifold.

被引:15
作者
Barton, DHR
Chabot, BM
机构
[1] Department of Chemistry, Texas A and M University, College Station
关键词
D O I
10.1016/0040-4020(96)00564-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Utilization of the Fe-II-H2O2 system in the presence of diphenyl diselenide, phenylselenol, diphenyl disulfide and thiophenol converts saturated hydrocarbons into the corresponding alkyl phenyl selenide or alkyl phenyl sulfide. Starting with Fe-III-H2O2 no reaction occurs in presence of diphenyl diselenide but the Gif(IV) system (Fe-II/O-2-radical-anion) is able to produce phenyl seleno derivatives along with the oxidation products. The presence of sodium sulfide with the Fe-II and Fe-III-H2O2 systems affords some dicyclohexyl disulfide. Mechanistic studies suggest than all these reaction are based on the Fe-II-Fe-IV manifold with a suitable carboxylic acid as ligand. Copyright (C) 1996 Elsevier Science Ltd.
引用
收藏
页码:10287 / 10300
页数:14
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