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Hydrogen auto-transfer under aerobic oxidative conditions: Efficient synthesis of saturated ketones by aerobic C-C cross-coupling of primary and secondary alcohols catalyzed by a Au_6Pd/resin catalyst

Hydrogen auto-transfer under aerobic oxidative conditions: Efficient synthesis of saturated ketones by aerobic C-C cross-coupling of primary and secondary alcohols catalyzed by a Au_6Pd/resin catalyst

作     者:周茂祥 张磊磊 Jeffrey T. MILLER 杨小峰 刘晓艳 王爱琴 张涛 Maoxiang Zhou;Leilei Zhang;Jeffrey T. Miller;Xiaofeng Yang;Xiaoyan Liu;Aiqin Wang;Tao Zhang

作者机构:中国科学院大连化学物理研究所催化基础国家重点实验室辽宁大连116023 中国科学院大学北京100049 美国阿贡国家实验室美国阿贡IL60439 

基  金:supported by the National Natural Science Foundation of China (21373206  21202163  21303194  21476227  21503219) 

出 版 物:《Chinese Journal of Catalysis》 (催化学报(英文))

年 卷 期:2016年第37卷第10期

页      码:1764-1770页

摘      要:Au and Au-containing bimetallic nanoparticles are promising catalysts for the green synthesis of fine chemicals. Here, we used a Au6Pd/resin catalyst for the aerobic C-C cross-coupling of primary and secondary alcohols to produce higher ketones under mild conditions. This is of importance to the construction of a C-C bond. Various substrates were used in the reaction system, and moderate to good yields were obtained. The catalysts can be reused at least five times without decrease of yield. The control experiment and XAFS characterization results showed that hydrogen au- to-transfer occurred on metallic Pd sites even under oxidative conditions. On alloying with Au, the Pd sites became resistant to oxidation and readily abstracted the β-H of the alcohols and transferred the hydride to the C=C bond in the reaction intermediate to give the saturated product.

主 题 词:Au Pd alloysC C coupling reactionOxidation of alcoholsHydrogen auto transferOxidation resistant 

学科分类:081704[081704] 07[理学] 08[工学] 0817[工学-轻工类] 070303[070303] 0703[理学-化学类] 

核心收录:

D O I:10.1016/S1872-2067(16)62511-1

馆 藏 号:203208757...

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