Energy-Efficient Green Catalysis: Supported Gold Nanoparticle-Catalyzed Aminolysis of Esters with Inert Tertiary Amines by C-O and C-N Bond Activations

被引:42
作者
Bao, Yong-Sheng [1 ]
Baiyin, Menghe [1 ]
Agula, Bao [1 ]
Jia, Meilin [1 ]
Bao Zhaorigetu [1 ]
机构
[1] Inner Mongolia Normal Univ, Coll Chem & Environm Sci, Inner Mongolia Key Lab Green Catalysis, Hohhot 010022, Peoples R China
关键词
PALLADIUM NANOPARTICLES; COUPLING REACTIONS; OXIDE SUPPORTS; OXIDATION; ALDEHYDES; CARBENE; REDUCTION; LIGHT; AMIDE;
D O I
10.1021/jo500877m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalyzed by supported gold nanoparticles, an aminolysis reaction between various aryl esters and inert tertiary amines by C-O and C-N bond activations has been developed for the selective synthesis of tertiary amides. Comparison studies indicated that the gold nanoparticles could perform energy-efficient green catalysis at room temperature, whereas Pd(OAc)(2) could not.
引用
收藏
页码:6715 / 6719
页数:5
相关论文
共 31 条
[1]   Aminolysis of Aryl Ester Using Tertiary Amine as Amino Donor via C-O and C-N Bond Activations [J].
Bao, Yong-Sheng ;
Zhaorigetu, Bao ;
Agula, Bao ;
Baiyin, Menghe ;
Jia, Meilin .
JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (02) :803-808
[2]   Transesterification for Synthesis of Carboxylates Using Aldehydes as Acyl Donors via C-H and C-O Bond Activations [J].
Bao, Yong-Sheng ;
Chen, Chao-Yue ;
Huang, Zhi-Zhen .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (18) :8344-8349
[3]   THE TERTIARY AMIDE AS AN EFFECTIVE DIRECTOR OF ORTHO LITHIATION [J].
BEAK, P ;
BROWN, RA .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (01) :34-46
[4]   N-heterocyclic carbene-catalyzed redox amidations of α-functionalized aldehydes with amines [J].
Bode, Jeffrey W. ;
Sohn, Stephanie S. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (45) :13798-+
[5]   Visible-light-driven oxidation of organic contaminants in air with gold nanoparticle catalysts on oxide supports [J].
Chen, Xi ;
Zhu, Huai-Yong ;
Zhao, Jin-Cai ;
Zheng, Zhan-Feng ;
Gao, Xue-Ping .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (29) :5353-5356
[6]   Gold-Catalyzed Carbon-Heteroatom Bond-Forming Reactions [J].
Corma, A. ;
Leyva-Perez, A. ;
Sabater, Maria J. .
CHEMICAL REVIEWS, 2011, 111 (03) :1657-1712
[7]   Lewis base catalysis in organic synthesis [J].
Denmark, Scott E. ;
Beutner, Gregory L. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (09) :1560-1638
[8]   Copper-Catalyzed Oxidative Amination of Benzoxazoles via C-H and C-N Bond Activation: A New Strategy for Using Tertiary Amines as Nitrogen Group Sources [J].
Guo, Shengmei ;
Chan, Bo ;
Xie, Yinjun ;
Xia, Chungu ;
Huang, Hanmin .
ORGANIC LETTERS, 2011, 13 (03) :522-525
[9]   Identification of active gold nanoclusters on iron oxide supports for CO oxidation [J].
Herzing, Andrew A. ;
Kiely, Christopher J. ;
Carley, Albert F. ;
Landon, Philip ;
Hutchings, Graham J. .
SCIENCE, 2008, 321 (5894) :1331-1335
[10]   A case for enantioselective allylic alkylation catalyzed by palladium nanoparticles [J].
Jansat, S ;
Gómez, M ;
Philippot, K ;
Muller, G ;
Guiu, E ;
Claver, C ;
Castillón, S ;
Chaudret, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (06) :1592-1593