Nucleophilic aromatic substitution by organostannylsodiums. A second-order reaction displaying a solvent cage effect

KR Wursthorn, HG Kuivila, GF Smith

文献索引：Wursthorn,K.R. et al. Journal of the American Chemical Society, 1978 , vol. 100, # 9 p. 2779 - 2789

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被引用次数: 61

摘要

Abstract: Results of a study of mechanistic aspects of the reaction of triorganostannylsodiums with halobenzenes are reported. The reaction in tetraglyme, which is first order in each reactant, is unusually fast for an unactivated nucleophilic aromatic sub- stitution, and provides high yields of arylstannanes, R3SnAr. Minor amounts of RzSnArZ and R4Sn are also formed by a mechanism which is presumed to involve initial dissociation of ...