An improved ruthenium catalyst for the environmentally benign amination of primary and secondary alcohols

被引:204
作者
Hollmann, Dirk [1 ]
Tillack, Annegret [1 ]
Michalik, Dirk [1 ]
Jackstell, Ralf [1 ]
Beller, Matthias [1 ]
机构
[1] Univ Rostock EV, Leibniz Inst Katalyse, D-18059 Rostock, Germany
关键词
alcohols; amination; amines; ruthenium; transfer hydrogenation;
D O I
10.1002/asia.200600391
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The N-alkylation of amines in the presence of different ruthenium catalysts generated in situ was investigated. Among the various catalysts tested, the combination of [Ru-3(CO)(12)] and N-phenyl-2-(dicyclohexylphosphanyl)pyrrole showed the best performance. By applying this novel catalyst, a variety of functionalized alcohols and amines were converted into the corresponding secondary amines in high yield.
引用
收藏
页码:403 / 410
页数:8
相关论文
共 100 条
[11]   Alkane metathesis catalyzed by a well-defined silica-supported mo imido alkylidene complex:: [(SiO)Mo(=NAr)(=CHtBu)(CH2tBu)] [J].
Blanc, Frederic ;
Coperet, Christophe ;
Thivolle-Cazat, Jean ;
Basset, Jean-Marie .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (37) :6201-6203
[12]  
BOSCH M, 2005, Patent No. 005123658
[13]  
BOTTA M, 1977, SYNTHESIS-STUTTGART, P722
[14]   Industrial-scale palladium-catalyzed coupling of aryl halides and amines - A personal account [J].
Buchwald, SL ;
Mauger, C ;
Mignani, G ;
Scholz, U .
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (1-2) :23-39
[15]  
Bytschkov I, 2001, EUR J ORG CHEM, V2001, P4411
[16]   N-alkylation of phenethylamine and tryptamine [J].
Cami-Kobeci, G ;
Slatford, PA ;
Whittlesey, MK ;
Williams, JMJ .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (03) :535-537
[17]   Efficient Pd-catalyzed amination of heteroaryl halides [J].
Charles, MD ;
Schultz, P ;
Buchwald, SL .
ORGANIC LETTERS, 2005, 7 (18) :3965-3968
[18]   Development of the Ti-catalyzed intermolecular hydroamination of alkynes [J].
Doye, S .
SYNLETT, 2004, (10) :1653-1672
[19]   A new improved catalyst for the palladium-catalyzed amination of aryl chlorides [J].
Ehrentraut, A ;
Zapf, A ;
Beller, M .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 182 (01) :515-523
[20]   Tandem reaction sequences under hydroformylation conditions:: New synthetic applications of transition metal catalysis [J].
Eilbracht, P ;
Bärfacker, L ;
Buss, C ;
Hollmann, C ;
Kitsos-Rzychon, BE ;
Kranemann, CL ;
Rische, T ;
Roggenbuck, R ;
Schmidt, A .
CHEMICAL REVIEWS, 1999, 99 (11) :3329-3365