新型手性三联吡啶钌(II)配合物催化酮到醇的氢转移反应

doi:10.6023/cjoc202012009

摘要/Abstract

合成了一个含有手性对称三联吡啶配体的新型阳离子钌配合物, 并通过核磁共振、高分辨质谱和X射线单晶衍射确证了其结构. 该配合物在酮的氢转移中表现出较好的催化活性. 在最优条件下, 各种酮都可以在相对温和的条件下顺利通过氢化反应高效地生成相应的醇, 最高收率为99%.

关键词: 钌(II)配合物, 手性三联吡啶, 氢转移

A novel cationic ruthenium(II) complex bearing a chiral symmetrical pineno-fused terpyridine ligand was synthesized and structurally characterized by NMR, HRMS, and X-ray crystallographic determinations. This complex exhibited good catalytic activity in the transfer hydrogenation of ketones. Under optimized conditions, a wide range of ketones underwent hydrogenation smoothly to furnish corresponding alcohols in excellent yields (up to 99%) under relative mild reaction conditions.

Key words: Ru(II) complexe, chiral terpyridine, transfer hydrogenation

引用此文

王小蝶, 刘春玉, 苗玲玲, 薛冰洁, 朱新举, 宋冰, 郝新奇, 刘国际. 新型手性三联吡啶钌(II)配合物催化酮到醇的氢转移反应[J]. 有机化学, 2021, 41(4): 1543-1550.

Xiaodie Wang, Chunyu Liu, Lingling Miao, Bingjie Xue, Xinju Zhu, Bing Song, Xinqi Hao, Guoji Liu. Transfer Hydrogenation of Ketones into Alcohols Catalyzed by a Novel Chiral Terpyridine Ruthenium(II) Complex[J]. Chinese Journal of Organic Chemistry, 2021, 41(4): 1543-1550.

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参考文献 22

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Atom-Atom	Length/nm	Atom-Atom-Atom	Angle/(°)
Cl(7)-Ru(3)	0.2458	N(3GA)-Ru(3)-Cl(7)	176.3
N(1AA)-Ru(3)	0.2074	N(1AA)-Ru(3)-N(8GA)	156.6
N(3GA)-Ru(3)	0.1937	P(5)-Ru(3)-P(6)	179.1
N(8GA)-Ru(3)	0.2129	P(6)-Ru(3)-N(3GA)	90.1
P(5)-Ru(3)	0.2407	N(1AA)-Ru(3)-N(3GA)	78.2
P(6)-Ru(3)	0.2412	N(3AA)-Ru(3)-N(8GA)	78.4

Atom-Atom	Length/nm	Atom-Atom-Atom	Angle/(°)
Cl(7)-Ru(3)	0.2458	N(3GA)-Ru(3)-Cl(7)	176.3
N(1AA)-Ru(3)	0.2074	N(1AA)-Ru(3)-N(8GA)	156.6
N(3GA)-Ru(3)	0.1937	P(5)-Ru(3)-P(6)	179.1
N(8GA)-Ru(3)	0.2129	P(6)-Ru(3)-N(3GA)	90.1
P(5)-Ru(3)	0.2407	N(1AA)-Ru(3)-N(3GA)	78.2
P(6)-Ru(3)	0.2412	N(3AA)-Ru(3)-N(8GA)	78.4