Asymmetric hydrogenation of quinazolinium salts catalysed by halide-bridged dinuclear iridium complexes bearing chiral diphosphine ligands

被引：25

作者：

Kita, Yusuke ^{[1
]}

Higashida, Kosuke ^{[1
]}

Yamaji, Kenta ^{[1
]}

Iimuro, Atsuhiro ^{[1
]}

Mashima, Kazushi ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Engn Sci, Dept Mat Engn, Toyonaka, Osaka 5608531, Japan

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 21期

基金：

日本科学技术振兴机构;

关键词：

CA2+ CHANNEL BLOCKERS; HETEROAROMATIC-COMPOUNDS; 1,2,3,4-TETRAHYDROQUINAZOLINE DERIVATIVES; ISOQUINOLINIUM SALTS; INDOLES;

D O I：

10.1039/c5cc00258c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Asymmetric hydrogenation of quinazolinium salts was catalysed by halogen-bridged dinuclear iridium complexes bearing chiral diphosphine ligands, yielding tetrahydroquinazoline and 3,4-dihydroquinazoline with high enantioselectivity. A derivative of chiral dihydroquinazoline was used as a chiral NHC ligand.

引用

页码：4380 / 4382

页数：3

共 42 条

[1] Enhancing Effects of Salt Formation on Catalytic Activity and Enantioselectivity for Asymmetric Hydrogenation of Isoquinolinium Salts by Dinuclear Halide-Bridged Iridium Complexes Bearing Chiral Diphosphine Ligands
Kita, Yusuke
Yamaji, Kenta
Higashida, Kosuke
Sathaiah, Kandula
Iimuro, Atuhiro
Mashima, Kazushi
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (05) : 1915 - 1927
[2] Triply Halide-Bridged Dinuclear Iridium(III) Complexes with Chiral Diphosphine Ligands as New Easy-to-Handle Iridium Catalysts for Asymmetric Hydrogenation of Imines and N-Heteroaromatics
Mashima, Kazushi
Higashida, Kosuke
Iimuro, Atsuhiro
Nagae, Haruki
Kita, Yusuke
CHEMICAL RECORD, 2016, 16 (06): : 2585 - 2598
[3] Chloride-Bridged Dinuclear Rhodium(III) Complexes Bearing Chiral Diphosphine Ligands: Catalyst Precursors for Asymmetric Hydrogenation of Simple Olefins
Kita, Yusuke
Hida, Shoji
Higashihara, Kenya
Jena, Himanshu Sekhar
Higashida, Kosuke
Mashima, Kazushi
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (29) : 8299 - 8303
[4] Asymmetric hydrogenation of imines catalysed by carboxylato(diphosphine)iridium(III) complexes
Sablong, R
Osborn, JA
TETRAHEDRON-ASYMMETRY, 1996, 7 (11) : 3059 - 3062
[5] Asymmetric Hydrogenation of 3-Amido-2-arylpyridinium Salts by Triply Chloride-Bridged Dinuclear Iridium Complexes Bearing Enantiopure Diphosphine Ligands: Synthesis of Neurokinin-1 Receptor Antagonist Derivatives
Iimuro, Atsuhiro
Higashida, Kosuke
Kita, Yusuke
Mashima, Kazushi
ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (12) : 1929 - 1933
[6] Chiral diphosphites as ligands for the rhodium- and iridium-catalysed asymmetric hydrogenation:: Precatalyst complexes, intermediates and kinetics of the reaction
Pàmies, O
Net, G
Ruiz, A
Claver, C
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2000, (06) : 1287 - 1294
[7] Iridium and rhodium complexes with the planar chiral thioether ligands in asymmetric hydrogenation of ketones and imines
Kozinets, E. M.
Silantyev, G. A.
Belkova, N. V.
Shubina, E. S.
Poli, R.
Manoury, E.
RUSSIAN CHEMICAL BULLETIN, 2013, 62 (03) : 751 - 757
[8] Iridium and rhodium complexes with the planar chiral thioether ligands in asymmetric hydrogenation of ketones and imines
E. M. Kozinets
G. A. Silantyev
N. V. Belkova
E. S. Shubina
R. Poli
E. Manoury
Russian Chemical Bulletin, 2013, 62 : 751 - 757
[9] New chiral rhodium and iridium complexes with chiral diamine ligands for asymmetric transfer hydrogenation of aromatic ketones
J Org Chem, 7 (2186):
[10] New chiral rhodium and iridium complexes with chiral diamine ligands for asymmetric transfer hydrogenation of aromatic ketones
Murata, K
Ikariya, T
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (07): : 2186 - 2187

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