Development and Application of New Iridium Catalysts for Efficient Dehydrogenative Reactions of Organic Molecules

被引:58
作者
Fujita, Ken-ichi [1 ]
机构
[1] Kyoto Univ, Grad Sch Human & Environm Studies, Dept Interdisciplinary Environm, Sakyo Ku, Kyoto 6068501, Japan
关键词
Iridium; Functional Ligand; Dehydrogenation; CARBOXYLIC-ACID SALTS; ASTERISK-IR COMPLEX; OXIDANT-FREE DEHYDROGENATION; HYDROGEN-PRODUCTION; REVERSIBLE DEHYDROGENATION; SECONDARY ALCOHOLS; N-ALKYLATION; ACCEPTORLESS DEHYDROGENATION; BIPYRIDONATE LIGAND; AQUEOUS AMMONIA;
D O I
10.1246/bcsj.20180301
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this paper, development and application of iridium catalysts for dehydrogenative reactions including (1) dehydrogenative oxidation of alcohols into carbonyl compounds, (2) hydrogen storage systems based on the reversible interconversion between saturated N-heterocycles and unsaturated aromatic N-heterocycles by catalytic dehydrogenation and hydrogenation, and (3) efficient hydrogen production from methanolwater solution under very mild conditions, are reported. The key point of the study described in this paper is designing a series of catalysts based on the cooperation of a metal center and a functional ligand, which is based on reversible transformation of two catalytically active species (an iridium species bearing a-pyridonate-based functional ligand and an iridium species bearing a-hydroxypyridine-based functional ligand). Various novel iridium catalysts have been synthesized and a number of catalytic dehydrogenative reactions have been developed. In addition to providing new methods for organic synthetic chemistry, these investigations would contribute to the fields of environmental chemistry and sustainable energy research.
引用
收藏
页码:344 / 351
页数:8
相关论文
共 76 条
[1]   Oxidant-free oxidation: ruthenium catalysed dehydrogenation of alcohols [J].
Adair, GRA ;
Williams, JMJ .
TETRAHEDRON LETTERS, 2005, 46 (47) :8233-8235
[2]   Selective Hydrogen Production from Methanol with a Defined Iron Pincer Catalyst under Mild Conditions [J].
Alberico, Elisabetta ;
Sponholz, Peter ;
Cordes, Christoph ;
Nielsen, Martin ;
Drexler, Hans-Joachim ;
Baumann, Wolfgang ;
Junge, Henrik ;
Beller, Matthias .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (52) :14162-14166
[3]  
[Anonymous], 2009, Iridium Complexes in Organic Synthesis, DOI DOI 10.1002/9783527623075.CH5
[4]  
Balaraman E, 2013, NAT CHEM, V5, P122, DOI [10.1038/NCHEM.1536, 10.1038/nchem.1536]
[5]   Pincer and Diamine Ru and Os Diphosphane Complexes as Efficient Catalysts for the Dehydrogenation of Alcohols to Ketones [J].
Baratta, Walter ;
Bossi, Gianluca ;
Putignano, Elisabetta ;
Rigo, Pierluigi .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (12) :3474-3481
[6]   Selective conversion of alcohols in water to carboxylic acids by in situ generated ruthenium trans dihydrido carbonyl PNP complexes [J].
Choi, Jong-Hoo ;
Heim, Leo E. ;
Ahrens, Mike ;
Prechtl, Martin H. G. .
DALTON TRANSACTIONS, 2014, 43 (46) :17248-17254
[7]   CATALYTIC DEHYDROGENATION OF PRIMARY AND SECONDARY ALCOHOLS BY RU(OCOCF3)2(CO)(PPH3)2 [J].
DOBSON, A ;
ROBINSON, SD .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 87 (03) :C52-C53
[8]   COMPLEXES OF PLATINUM METALS .7. HOMOGENEOUS RUTHENIUM AND OSMIUM CATALYSTS FOR DEHYDROGENATION OF PRIMARY AND SECONDARY ALCOHOLS [J].
DOBSON, A ;
ROBINSON, SD .
INORGANIC CHEMISTRY, 1977, 16 (01) :137-142
[9]   Hydrotalcite-Supported Gold Catalyst for the Oxidant-Free Dehydrogenation of Benzyl Alcohol: Studies on Support and Gold Size Effects [J].
Fang, Wenhao ;
Chen, Jiashu ;
Zhang, Qinghong ;
Deng, Weiping ;
Wang, Ye .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (04) :1247-1256
[10]   Ionic Liquid-Promoted Oxidant-Free Dehydrogenation of Alcohols with Water-Soluble Ruthenium Nanoparticles in Aqueous Phase [J].
Feng, Bo ;
Chen, Chen ;
Yang, Hanmin ;
Zhao, Xiuge ;
Hua, Li ;
Yu, Yinyin ;
Cao, Ting ;
Shi, Yu ;
Hou, Zhenshan .
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (08) :1559-1565