Phosphine ligands in the ruthenium-catalyzed reductive amination without an external hydrogen source

被引：6

作者：

Makarova, Maria ^{[1
]}

Afanasyev, Oleg I. ^{[1
]}

Kliuev, Fedor ^{[2
]}

Nelyubina, Yulia V. ^{[1
]}

Godovikova, Maria ^{[1
]}

Chusov, Denis ^{[1
,2
]}

机构：

[1] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Vavilova St 28, Moscow 119991, Russia

[2] Natl Res Univ Higher Sch Econ, Miasnitskaya Str 20, Moscow 101000, Russia

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2021年 / 941卷

基金：

俄罗斯科学基金会;

关键词：

Ruthenium; Phosphines; Reductive amination; Carbon monoxide; Catalysis; COMPLEXES; CHEMISTRY; ALDEHYDES; AMINES;

D O I：

10.1016/j.jorganchem.2021.121806

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A systematic study of the phosphine additives influence on the activity of a ruthenium catalyst in reductive amination without an external hydrogen source was carried out. [CymeneRuCl(2)](2) was used as a reference catalyst, and a broad set of phosphines including Alk(3)P, Alk(2)ArP, Ar3P and X3P was screened. Three complexes of general formula (Cymene)RuCl2PR3 were isolated in a pure form, and their catalytic activity was compared with the in situ generated complexes. Nonhindered triarylphosphines with electron acceptor groups were found to be the most perspective activating agents, increasing the activity of the catalyst approx. six times, Alk(2)ArP ligands have less noticeable influence, while trialkylphosphines strongly deactivate the ruthenium catalyst. (C) 2021 Elsevier B.V. All rights reserved.

引用

页数：8

共 55 条

[51] Synchronizing Steric and Electronic Effects in {RuII(NNNN,P)} Complexes: The Catalytic Dehydrative Alkylation of Anilines by Using Alcohols as a Case Study [J].

Weickmann, Daniel ;

Frey, Wolfgang ;

Plietker, Bernd .

CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (08) :2741-2748

[52]

Wu K, 2017, NAT CHEM, V9, P779, DOI [10.1038/nchem.2741, 10.1038/NCHEM.2741]

[53] The synthesis of sterically hindered amines by a direct reductive amination of ketones [J].

Yagafarov, Niyaz Z. ;

Kolesnikov, Pavel N. ;

Usanov, Dmitry L. ;

Novikov, Valentin V. ;

Nelyubina, Yulia V. ;

Chusov, Denis .

CHEMICAL COMMUNICATIONS, 2016, 52 (07) :1397-1400

[54] One-pot reductive amination of carbonyl compounds with nitro compounds with CO/H2O as the hydrogen donor over non-noble cobalt catalyst [J].

Zhou, Peng ;

Yu, Changlin ;

Jiang, Liang ;

Lv, Kangle ;

Zhang, Zehui .

JOURNAL OF CATALYSIS, 2017, 352 :264-273

[55] Versatile CO-assisted direct reductive amination of 5-hydroxymethylfurfural catalyzed by a supported gold catalyst [J].

Zhu, Ming-Ming ;

Tao, Lei ;

Zhang, Qi ;

Dong, Jing ;

Liu, Yong-Mei ;

He, He-Yong ;

Cao, Yong .

GREEN CHEMISTRY, 2017, 19 (16) :3880-3887

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