Organoboranes. 47. An extremely facile elimination of alkenes from dialkylhaloboranes. A comparative rate study with related trialkylboranes

…, PV Ramachandran, J Chandrasekharan

文献索引：Brown, Herbert C.; Ramachandran, P. V.; Chandrasekharan, J. Organometallics, 1986 , vol. 5, p. 2138 - 2141

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被引用次数: 12

摘要

Diakylhaloboranes reduce benzaldehyde at a rate much faster than does trialkylboranes. Whereas IpQBCl reduces 2 equiv of benzaldehyde at room temperature almost instantaneously, the related trialkylborane Ipc2B-n-Hex requires approximately 6 days. Sia2BC1, 2-MeCpnzBC1, CarzBCl and IpczBBr also reduce benzaldehyde rapidly, but 2- MeChx2BC1 reacts relatively slowly. A cyclic mechanism with a" boat-like" transition state ...