Dehydrogenative Oxidation of Alcohols in Aqueous Media Using Water-Soluble and Reusable Cp*Ir Catalysts Bearing a Functional Bipyridine Ligand

被引：354

作者：

Kawahara, Ryoko ^{[1
]}

Fujita, Ken-ichi ^{[1
,2
]}

Yamaguchi, Ryohei ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Human & Environm Studies, Sakyo Ku, Kyoto 6068501, Japan

[2] Kyoto Univ, Grad Sch Global Environm Studies, Sakyo Ku, Kyoto 6068501, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 08期

关键词：

OPPENAUER-TYPE OXIDATION; EFFICIENT HYDROGEN-PRODUCTION; OXIDANT-FREE OXIDATION; SECONDARY ALCOHOLS; RUTHENIUM COMPLEXES; ORGANIC-REACTIONS; ACCEPTORLESS DEHYDROGENATION; HOMOGENEOUS RUTHENIUM; IRIDIUM COMPLEX; ALDEHYDES;

D O I：

10.1021/ja210857z

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new catalytic system for the dehydrogenative oxidation of alcohols using a water-soluble Cp*Ir complex bearing a bipyridine-based functional ligand as catalyst has been developed. With this catalytic system, a variety of primary and secondary alcohols have been efficiently converted to aldehydes and ketones, respectively, in aqueous media without using any oxidant. Reuse of the catalyst by a very simple procedure has been also accomplished.

引用

页码：3643 / 3646

页数：4

共 15 条

[1] Dehydrogenative Lactonization of Diols in Aqueous Media Catalyzed by a Water-Soluble Iridium Complex Bearing a Functional Bipyridine Ligand
Fujita, Ken-ichi
Ito, Wataru
Yamaguchi, Ryohei
CHEMCATCHEM, 2014, 6 (01) : 109 - 112
[2] Dehydrogenative Oxidation of Alcohols in Aqueous Media Catalyzed by a Water-Soluble Dicationic Iridium Complex Bearing a Functional N-Heterocyclic Carbene Ligand without Using Base
Fujita, Ken-ichi
Tamura, Ryuichi
Tanaka, Yuhi
Yoshida, Masato
Onoda, Mitsuki
Yamaguchi, Ryohei
ACS CATALYSIS, 2017, 7 (10): : 7226 - 7230
[3] The α-alkylation of ketones with alcohols in pure water catalyzed by a water-soluble Cp*Ir complex bearing a functional ligand
Meng, Chong
Xu, Jing
Tang, Yawen
Ai, Yao
Li, Feng
NEW JOURNAL OF CHEMISTRY, 2019, 43 (35) : 14057 - 14065
[4] Dehydrogenative Oxidation of Primary and Secondary Alcohols Catalyzed by a Cp*Ir Complex Having a Functional C,N-Chelate Ligand
Fujita, Ken-ichi
Yoshida, Tetsuya
Imori, Yoichiro
Yamaguchi, Ryohei
ORGANIC LETTERS, 2011, 13 (09) : 2278 - 2281
[5] Hydrogen generation from alcohols (α-hydroxy carboxylic acids) and alcohol-ammonia coupling in aqueous media catalysed by water-soluble bipyridine-Cp*Ir (Rh or Os) catalyst: a computational mechanism insight
Zhang, Dan-Dan
Chen, Xian-Kai
Liu, Hui-Ling
Huang, Xu-Ri
MOLECULAR PHYSICS, 2015, 113 (12) : 1400 - 1412
[6] Synthesis of Coordinatively Unsaturated Iridium Complexes Having Functional 8-Quinolinolato Ligands: New Catalysts for Dehydrogenative Oxidation of Alcohols in Aqueous Media
Toyomura, Kazuki
Fujita, Ken-ichi
CHEMISTRY LETTERS, 2017, 46 (06) : 808 - 810
[7] N-Alkylation of Amines with Alcohols Catalyzed by a Water-Soluble Cp*Iridium Complex: An Efficient Method for the Synthesis of Amines in Aqueous Media
Kawahara, Ryoko
Fujita, Ken-ichi
Yamaguchi, Ryohei
ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (07) : 1161 - 1168
[8] Hydrogen-transfer Oxidation of Primary Alcohols Catalyzed by Iridium Complexes Bearing a Functional Pyridonate Ligand Using Isopropenyl Acetate as a Hydrogen Acceptor
Fujita, Ken-ichi
Uejima, Takehisa
Yamaguchi, Ryohei
CHEMISTRY LETTERS, 2013, 42 (12) : 1496 - 1498
[9] Asymmetric Transfer Hydrogenation of Prochiral Ketones in Aqueous Media with Chiral Water-Soluble and Heterogenized Bifunctional Catalysts of the RhCp*-Type Ligand
Barron-Jaime, Angelica
Narvaez-Garayzar, Oscar F.
Ganzalez, Jorge
Ibarra-Galvan, Valentin
Aguirre, Gerardo
Parra-Hake, Miguel
Chavez, Daniel
Somanathan, Ratnasamy
CHIRALITY, 2011, 23 (02) : 178 - 184
[10] First example of water-soluble transition-metal catalysts for Oppenauer-type oxidation of secondary alcohols
Ajjou, AN
TETRAHEDRON LETTERS, 2001, 42 (01) : 13 - 15

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