Dehydrogenative Transformation of Alcoholic Substrates in Aqueous Media Catalyzed by an Iridium Complex Having a Functional Ligand with α-Hydroxypyridine and 4,5-Dihydro-1H-imidazol-2-yl Moieties

被引:8
作者
Yoshida, Masato [1 ]
Wang, Han [1 ]
Shimbayashi, Takuya [1 ]
Fujita, Ken-ichi [1 ]
机构
[1] Kyoto Univ, Grad Sch Human & Environm Studies, Kyoto 6068501, Japan
关键词
dehydrogenation; iridium catalyst; functional ligand; alcohol; diol; ketone; lactone; water solvent; CARBOXYLIC-ACID SALTS; AEROBIC OXIDATION; ORGANIC-SYNTHESIS; CP-ASTERISK; WATER; HYDROGENATION; BEARING; OXYGEN; BASE;
D O I
10.3390/catal8080312
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A new catalytic system that employs water as an environmentally friendly solvent for the dehydrogenative oxidation of alcohols and lactonization of diols has been developed. In this catalytic system, a water-soluble dicationic iridium complex having a functional ligand that comprises alpha-hydroxypyridine and 4,5-dihydro-1H-imidazol-2-yloieties exhibits high catalytic performance. For example, the catalytic dehydrogenative oxidation of 1-phenylethanol in the presence of 0.25 mol % of the iridium catalyst and base under reflux in water proceeded to give acetophenone in 92% yield. Additionally, under similar reaction conditions, the iridium-catalyzed dehydrogenative lactonization of 1,2-benzenedimethanol gave phthalide in 98% yield.
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页数:12
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