Journal of the American Chemical Society

Hydroboration. I. The reaction of olefins with sodium borohydride-aluminum chloride. A convenient route to organoboranes and the anti-Markownikoff hydration of …

HC Brown, BCS Rao

Index: Brown; Subba Rao Journal of the American Chemical Society, 1959 , vol. 81, p. 6423,6425

Full Text: HTML

Citation Number: 76

Abstract

The clear solution of sodium borohydride-aluminum chloride in diglyme reacts readily with olefins at room temperature to form the corresponding organoboranes, as indicated by the equation: 9RCH= CH* f A1ClS+ 3NaBHa+ 3 (RCH* CH2) 3B f AlHa+ 3NaC1. The reaction appears to be generally applicable and has been utilized to convert ethylene, propylene, 1- and 2-pentene, 1-and 2-hexene, 1-octene, 1-decene, 1-tetradecene, 2-methyl-2-butene, 3 ...