Pd/C as an Efficient and Reusable Catalyst for the Selective N-Alkylation of Amines with Alcohols

被引:31
作者
Liu, Xiang [1 ]
Hermange, Philippe [1 ]
Ruiz, Jaime [1 ]
Astruc, Didier [1 ]
机构
[1] Univ Bordeaux, ISM, 351 Cours Liberat, F-33405 Talence, France
关键词
alcohols; alkylation; amines; palladium; sustainable chemistry; BORROWING HYDROGEN METHODOLOGY; DEHYDROGENATION; MONOALKYLATION; RUTHENIUM;
D O I
10.1002/cctc.201501346
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
An efficient Pd/C-catalyzed synthesis of secondary amines involving C-N bond formation was achieved from amines and alcohols with H2O as the only byproduct. This common, green, commercial, and cheap catalyst was recycled five times in this sustainable, simple, and economic procedure.
引用
收藏
页码:1043 / 1045
页数:3
相关论文
共 29 条
[1]  
Anastas P.T., 1998, Green Chemistry: Frontiers in Benign Chemical Synthesis and Process
[2]   The Catalytic Amination of Alcohols [J].
Baehn, Sebastian ;
Imm, Sebastian ;
Neubert, Lorenz ;
Zhang, Min ;
Neumann, Helfried ;
Beller, Matthias .
CHEMCATCHEM, 2011, 3 (12) :1853-1864
[3]   Iron phthalocyanine as an efficient and versatile catalyst for N-alkylation of heterocyclic amines with alcohols: one-pot synthesis of 2-substituted benzimidazoles, benzothiazoles and benzoxazoles [J].
Bala, Manju ;
Verma, Praveen Kumar ;
Sharma, Upendra ;
Kumar, Neeraj ;
Singh, Bikram .
GREEN CHEMISTRY, 2013, 15 (06) :1687-1693
[4]   Osmium and Ruthenium Catalysts for Dehydrogenation of Alcohols [J].
Bertoli, Marcello ;
Choualeb, Aldjia ;
Lough, Alan J. ;
Moore, Brandon ;
Spasyuk, Denis ;
Gusev, Dmitry G. .
ORGANOMETALLICS, 2011, 30 (13) :3479-3482
[5]   Synthesis of Selectively Mono-N-Arylated Aliphatic Diamines via Iridium-Catalyzed Amine Alkylation [J].
Blank, Benoit ;
Michlik, Stefan ;
Kempe, Rhett .
ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (17) :2903-2911
[6]   Impregnated Ruthenium on Magnetite as a Recyclable Catalyst for the N-Alkylation of Amines, Sulfonamides, Sulfinamides, and Nitroarenes Using Alcohols as Electrophiles by a Hydrogen Autotransfer Process [J].
Cano, Rafael ;
Ramon, Diego J. ;
Yus, Miguel .
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (14) :5547-5557
[7]   A Bifunctional Pd/MgO Solid Catalyst for the One-Pot Selective N-Monoalkylation of Amines with Alcohols [J].
Corma, Avelino ;
Rodenas, Tania ;
Sabater, Maria J. .
CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (01) :254-260
[8]   Clean borrowing hydrogen methodology using hydrotalcite supported copper catalyst [J].
Dixit, Manish ;
Mishra, Manish ;
Joshi, Pradyuman A. ;
Shah, Dinesh O. .
CATALYSIS COMMUNICATIONS, 2013, 33 :80-83
[9]   Hydrogen Autotransfer in the N-Alkylation of Amines and Related Compounds using Alcohols and Amines as Electrophiles [J].
Guillena, Gabriela ;
Ramon, Diego J. ;
Yus, Miguel .
CHEMICAL REVIEWS, 2010, 110 (03) :1611-1641
[10]   Support effects of metal oxides on gold-catalyzed one-pot N-alkylation of amine with alcohol [J].
Ishida, Tamao ;
Takamura, Rena ;
Takei, Takashi ;
Akita, Tomoki ;
Haruta, Masatake .
APPLIED CATALYSIS A-GENERAL, 2012, 413 :261-266