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翻訳と辞書　辞書検索 [ 開発暫定版 ] スポンサード リンク Reactions of organoborates and boranes ： ウィキペディア英語版 Reactions of organoborates and boranes Reactions of organoborates and boranes involve the transfer of a nucleophilic group attached to boron to an electrophilic center either inter- or intramolecularly. α,β-Usaturated borates, as well as borates with a leaving group at the α position, are highly susceptible to intramolecular 1,2-migration of a group from boron to the electrophilic α position. Oxidation or protonolysis of the resulting organoboranes may generate a variety of organic products, including alcohols, carbonyl compounds, alkenes, and halides.〔Negishi, E.-i.; Idacavage, M. J. ''Org. React.'' 1985, ''33'', 1. 〕 ==Introduction== Organoboranes (R3B) and borates (R4B−, generated via addition of R− to R3B) possess boron–carbon bonds that are polarized toward carbon. Thus, the carbon attached to boron is nucleophilic,〔Allred, A. L.; Rochow, E. G. ''J. Inorg. Nucl. Chem.'' 1958, ''5'', 264.〕 and in borates this property may be harnessed to transfer one of the R groups to an electrophilic center either inter- or (more often) intramolecularly. In the latter case, the nucleophilic R group is able to undergo 1,2-migration towards an electrophilic carbon attached to boron.〔Negishi, E.-i. ''J. Organometal. Chem.'' 1976, ''108'', 281.〕 The resulting reorganized borane can then be oxidized or subjected to protonolysis to afford organic products. Examples covered in this article are shown below. ''(1)''File:BoronGen.png Hydroboration of alkenes or alkynes is an efficient method for the generation of boranes; however, the use of borane (BH3) or borane equivalents leads to the conversion of only 33% of the starting olefin to product after oxidation or protonolysis—the remaining olefin is incorporated into boron-containing byproducts. The use of a stoichiometric amount of 9-borabicyclo()nonane (9-BBN) as the hydroborating reagent provides a solution to this problem.〔Jacob, III, P.; Brown, H. C. ''J. Org. Chem.'' 1977, ''42'', 579.〕 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Reactions of organoborates and boranes」の詳細全文を読む スポンサード リンク 翻訳と辞書 : 翻訳のためのインターネットリソース Copyright(C) kotoba.ne.jp 1997-2016. All Rights Reserved.