REGIOSELECTIVE NITRILE ADDITION TO HINDERED TRICARBONYLCYCLOHEXADIENYLIUMIRON COMPLEXES AND SPIROLACTONE FORMATION

被引：11

作者：

ONG, CW

CHIEN, CJ

机构：

来源：

ORGANOMETALLICS | 1993年 / 12卷 / 01期

关键词：

D O I：

10.1021/om00025a042

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

By using a large excess of trimethylsilyl cyanide and a short reaction time, trimethyl isocyanide in sufficient amount is generated and added regioselectively at the C-1 terminus of the tricarbonyl cyclohexadienylium species 1, irrespective of steric hindrance and its alpha-proton acidity. Formation of the aromatic and trienyl complex is suppressed. Upon saponification or hydrolysis, addition product 2c is converted into the synthetically useful spirolactone 6. For the reaction mechanism, formation of phosphorus pentafluoride, trimethylsilyl fluoride, and free cyanide during the reaction between hexafluorophosphate anion and trimethylsilyl cyanide is suggested.

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页码：241 / 243

页数：3

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