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 ...

Related Articles:

New Syntheses of Trialkylboranes1

[Ashby Journal of the American Chemical Society, 1959 , vol. 81, p. 4791,4794]

Synthesis and crystal structure of [UO 2 (BH 4) 2 (hmpa) 2], a novel uranyl complex and the first metal oxoborohydride

[Villiers, Claude; Thuery, Pierre; Ephritikhine, Michel Inorganic Chemistry Communications, 2007 , vol. 10, # 8 p. 891 - 893]

Organoboranes. I. Isomerization and displacement reactions of organoboranes. A convenient procedure for the conversion of internal olefins into primary alcohols

[Brown; Subba Rao Journal of the American Chemical Society, 1959 , vol. 81, p. 6434,6437]

Scope and Post??Transformations for the Borane??Isocyanide Multicomponent Reactions: Concise Access to Structurally Diverse Heterocyclic Compounds

[Kielland, Nicola; Vicente-Garcia, Esther; Reves, Marc; Isambert, Nicolas; Arevalo, Maria Jose; Lavilla, Rodolfo Advanced Synthesis and Catalysis, 2013 , vol. 355, # 16 p. 3273 - 3284]

Lithium triethylborohydride-promoted hydroboration of alkenes with dialkoxyboranes

[Arase, Akira; Nunokawa, Yutaka; Masuda, Yuzuru; Hoshi, Masayuki Journal of the Chemical Society, Chemical Communications, 1992 , # 1 p. 51 - 52]

More Articles...