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 Au6Pd/resin catalyst

doi:10.1016/S1872-2067(16)62511-1

	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 Au6Pd/resin catalyst
	Yang, Xiaofeng 1; Zhang, Tao 1; Wang, Aiqin 1; Zhou, Maoxiang 1,2; Zhang, Leilei 1; Miller, Jeffrey T.3; Liu, Xiaoyan 1
刊名	CHINESE JOURNAL OF CATALYSIS
	2016-10-01
卷号	37 期号:10 页码:1764-1770
关键词	Au-pd Alloys C-c Coupling Reaction Oxidation Of Alcohols Hydrogen Auto-transfer Oxidation-resistant
ISSN号	0253-9837
DOI	10.1016/S1872-2067(16)62511-1
文献子类	Article
英文摘要	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 auto-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 beta-H of the alcohols and transferred the hydride to the C=C bond in the reaction intermediate to give the saturated product. (C) 2016, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
WOS关键词	BETA-ALKYLATION ; NANOPARTICLES ; ACTIVATION ; HALIDES
WOS研究方向	Chemistry ; Engineering
语种	英语
出版者	SCIENCE PRESS
WOS记录号	WOS:000386865300022
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/169836]
专题	大连化学物理研究所_中国科学院大连化学物理研究所
通讯作者	Zhang, Tao; Wang, Aiqin
作者单位	1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Liaoning, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Argonne Natl Lab, CSE, 9700 S Cass Ave, Argonne, IL 60439 USA
推荐引用方式 GB/T 7714	Yang, Xiaofeng,Zhang, Tao,Wang, Aiqin,et al. 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 Au6Pd/resin catalyst[J]. CHINESE JOURNAL OF CATALYSIS,2016,37(10):1764-1770.
APA	Yang, Xiaofeng.,Zhang, Tao.,Wang, Aiqin.,Zhou, Maoxiang.,Zhang, Leilei.,...&Liu, Xiaoyan.(2016).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 Au6Pd/resin catalyst.CHINESE JOURNAL OF CATALYSIS,37(10),1764-1770.
MLA	Yang, Xiaofeng,et al."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 Au6Pd/resin catalyst".CHINESE JOURNAL OF CATALYSIS 37.10(2016):1764-1770.