Sodium hydroxide-catalyzed transfer hydrogenation of carbonyl compounds and nitroarenes using ethanol or isopropanol as both solvent and hydrogen donor

被引：39

作者：

Wang, Dong ^{[1
]}

Deraedt, Christophe ^{[1
]}

Ruiz, Jaime ^{[1
]}

Astruc, Didier ^{[1
]}

机构：

[1] Univ Bordeaux, ISM, F-33405 Talence, France

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2015年 / 400卷

关键词：

Transfer hydrogenation; Sodium hydroxide; Ethanol; Catalysis; Carbonyl; Nitroarene; ASYMMETRIC TRANSFER HYDROGENATION; CHEMOSELECTIVE TRANSFER HYDROGENATION; HIGHLY EFFICIENT; REDUCTION; COMPLEXES; KETONES; NANOPARTICLES; ALDEHYDES; ALCOHOLS; NANORODS;

D O I：

10.1016/j.molcata.2015.01.024

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：

The development of a clean and renewable energy carrier has become a subject of high priority, and new catalytic system that involves both abundant and cheap catalysts and green solvents is highly desirable in terms of practical and sustainable chemistry. In this spirit, sodium hydroxide-catalyzed transfer hydrogenation of carbonyl compounds using ethanol as both hydrogen source and solvent is developed in this report. The process is successfully utilized in the hydrogenation of various ketones and aldehydes, and the corresponding primary and secondary alcohols are synthesized with excellent conversions. Furthermore, sodium hydroxide also smoothly promotes the transfer hydrogenation of nitroarenes providing anilines and azobenzenes. For both carbonyl compounds and nitroarenes, results in ethanol and isopropanol are compared, and a remarkable change of selectivity between these two solvents is disclosed for the NaOH-catalyzed transfer hydrogenation to nitroarenes. (C) 2015 Elsevier B.V. All rights reserved.

引用

页码：14 / 21

页数：8

共 34 条

[31] Ruthenium(II) and rhodium(III) catalyzed asymmetric transfer hydrogenation (ATH) of acetophenone in isopropanol and in aqueous sodium formate using new chiral substituted aromatic monosulfonamide ligands derived from (1R,2R)-diaminocyclohexane
Cortez, Norma A.
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TETRAHEDRON-ASYMMETRY, 2008, 19 (11) : 1304 - 1309
[32] Methyltrioxorhenium and sodium bromide-catalyzed oxidation of alcohols to carbonyl compounds with H2O2 using 1-butyl-3-methylimidazolium tetrafluoroborate ionic liquid as a novel recyclable green solvent
Jain, Suman L.
Sharma, Vishal B.
Sain, Bir
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2006, 79 (10) : 1601 - 1603
[33] Methyltrioxorhenium and sodium bromide-catalyzed oxidation of alcohols to carbonyl compounds with H2O2 using 1-butyl-3- methylimidazolium tetrafluoroborate ionic liquid as a novel recyclable green solvent
Jain, Suman L.
Sharma, Vishal B.
Sain, Bir
Bulletin of the Chemical Society of Japan, 2006, 79 (10): : 1601 - 1603
[34] pH-dependent transfer hydrogenation of water-soluble carbonyl compounds with [Cp*IrIII(H2O)3]2+ (Cp* = η5-C5Me5) as a catalyst precursor and HCOONa as a hydrogen donor in water
Ogo, S
Makihara, N
Watanabe, Y
ORGANOMETALLICS, 1999, 18 (26) : 5470 - 5474

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