Selective Deoxygenation of Epoxides to Alkenes with Molecular Hydrogen Using a Hydrotalcite-Supported Gold Catalyst: A Concerted Effect between Gold Nanoparticles and Basic Sites on a Support

被引：120

作者：

Noujima, Akifumi ^{[1
]}

Mitsudome, Takato ^{[1
]}

Mizugaki, Tomoo ^{[1
]}

Jitsukawa, Koichiro ^{[1
]}

Kaneda, Kiyotomi ^{[1
,2
]}

机构：

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

[2] Osaka Univ, Res Ctr Solar Energy Chem, Osaka 5608531, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 13期

关键词：

deoxygenation; epoxides; gold; heterogeneous catalyst; hydrogen; MECHANISM; MODEL;

D O I：

10.1002/anie.201007679

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A picky catalyst: Hydrotalcite-supported gold nanoparticles (Au/HT) efficiently catalyze the deoxygenation of epoxides to alkenes using molecular hydrogen as an ideal reductant. Various epoxides have been deoxygenated to the corresponding alkenes (see picture) with over 99% selectivity. The high selectivity is based on the concerted effect between basic sites of HT and the gold nanoparticles. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2986 / 2989

页数：4

共 28 条

[1]

[Anonymous], ANGEW CHEM

[2]

Arterburn JB, 2002, HELV CHIM ACTA, V85, P3225, DOI 10.1002/1522-2675(200210)85:10<3225::AID-HLCA3225>3.0.CO

[3]

2-H

[4] A molecular mechanism for the chemoselective hydrogenation of substituted nitroaromatics with nanoparticles of gold on TiO2 catalysts:: A cooperative effect between gold and the support [J].

Boronat, Merce ;

Concepcion, Patricia ;

Corma, Avelino ;

Gonzalez, Silvia ;

Illas, Francesc ;

Serna, Pedro .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (51) :16230-16237

[5] Graphite epoxide [J].

Chattopadhyay, Jayanta ;

Mukherjee, Arnab ;

Hamilton, Christopher E. ;

Kang, JungHo ;

Chakraborty, Soma ;

Guo, Wenhua ;

Kelly, Kevin F. ;

Barron, Andrew R. ;

Billups, W. Edward .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (16) :5414-+

[6] Mechanisms of the H2-hydrogenation and transfer hydrogenation of polar bonds catalyzed by ruthenium hydride complexes [J].

Clapham, SE ;

Hadzovic, A ;

Morris, RH .

COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2201-2237

[7] TOTAL SYNTHESIS OF A C-15 GINKGOLIDE, (+/-)-BILOBALIDE [J].

COREY, EJ ;

SU, WG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (24) :7534-7536

[8] Rhenium-catalyzed epoxide deoxygenation: Scope and limitations [J].

Gable, KP ;

Brown, EC .

SYNLETT, 2003, (14) :2243-2245

[9] Epoxide deoxygenation mediated by Salen complexes [J].

Isobe, H ;

Branchaud, BP .

TETRAHEDRON LETTERS, 1999, 40 (50) :8747-8749

[10] Catalytic hydrogenation of polar organic functionalities based on Ru-mediated heterolytic dihydrogen cleavage [J].

Ito, Masato ;

Ikariya, Takao .

CHEMICAL COMMUNICATIONS, 2007, (48) :5134-5142

← 1 2 3 →