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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 Hydrogenation of carbon–nitrogen double bonds ： ウィキペディア英語版 Hydrogenation of carbon–nitrogen double bonds In chemistry, the hydrogenation of carbon–nitrogen double bonds is the addition of the elements of dihydrogen (H2) across a carbon–nitrogen double bond, forming amines or amine derivatives.〔Blaser, H.-U.; Spindler, F. ''Org. React.'' 2009, ''74'', 1.〕 Although a variety of general methods have been developed for the enantioselective hydrogenation of ketones,〔Itsuno, S. ''Org. React.'' 1998, ''52'', 395.〕 methods for the hydrogenation of carbon–nitrogen double bonds are less general. Hydrogenation of imines is complicated by both ''syn''/''anti'' isomerization and tautomerization to enamines, which may be hydrogenated with low enantioselectivity in the presence of a chiral catalyst.〔Chan, A. S. C.; Chen, C.-C.; Lin, C.-W.; Lin, Y-C.; Cheng, M.-C.; Peng, S.-M. ''Chem. Commun.'' 1995, 1767.〕 Additionally, the substituent attached to nitrogen affects both the reactivity and spatial properties of the imine, complicating the development of a general catalyst system for imine hydrogenation. Despite these challenges, methods have been developed that address particular substrate classes, such as ''N''-aryl, ''N''-alkyl, and endocyclic imines. As in hydrogenation reactions of other functional groups, the reductant in C=N hydrogenations is either hydrogen gas or a transfer hydrogenation reductant such as formic acid.〔Vedeijs, E.; Trapencieris, P.; Suna, E. ''J. Org. Chem.'' 1999, ''64'', 6724.〕 The process is usually catalyzed by a transition metal complex. If the complex is chiral and non-racemic and the substrate is prochiral, an excess of a single enantiomer of a chiral product can result.〔Spindler, F.; Pugin, B.; Blaser, H. U. ''Angew. Chem., Int. Ed. Engl.'' 1990, ''29'', 558.〕 File:ImineGen.png ==Mechanism and stereochemistry== 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「Hydrogenation of carbon–nitrogen double bonds」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.