Transfer Hydrogenation of Ketones into Alcohols Catalyzed by a Novel Chiral Terpyridine Ruthenium(II) Complex

doi:10.6023/cjoc202012009

Abstract

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

Cite this article

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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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

新型手性三联吡啶钌(II)配合物催化酮到醇的氢转移反应