Ligand coupling mechanism of nucleophilic vinylic substitution of iodonium salts with hypervalent 10-I-3 and 12-I-4 intermediates

被引:28
作者
Okuyama, T [1 ]
Takino, T [1 ]
Sato, K [1 ]
Ochiai, M [1 ]
机构
[1] UNIV TOKUSHIMA, FAC PHARMACEUT SCI, TOKUSHIMA 770, JAPAN
关键词
D O I
10.1246/cl.1997.955
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of 2-bromo-1-decenyl iodonium salt with bromide ion in acetonitrile results in nucleophilic substitution with complete retention. Observed rate constants show unexpected dependence on the bromide concentration, conforming with a mechanism involving ligand coupling within a bromoiodane 10-I-3 intermediate.
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收藏
页码:955 / 956
页数:2
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