Phosphane-Pyridine Iron Complexes: Synthesis, Characterization and Application in Reductive Amination through the Hydrosilylation Reaction

被引:51
作者
Jaafar, Hassen [1 ]
Li, Haoquan [1 ]
Castro, Luis C. Misal [1 ]
Zheng, Jianxia [1 ]
Roisnel, Thierry [2 ]
Dorcet, Vincent [2 ]
Sortais, Jean-Baptiste [1 ]
Darcel, Christophe [1 ]
机构
[1] Univ Rennes 1, UMR CNRS 6226, Inst Sci Chim Rennes Organometall Mat & Catalysis, F-35042 Rennes, France
[2] Univ Rennes 1, UMR CNRS 6226, Inst Sci Chim Rennes, Ctr Diffractometrie 10, F-35042 Rennes, France
关键词
Iron; Homogeneous catalysis; Hydrosilylation; Amination; ORGANOMETALLIC TRIDENTATE LIGAND; EFFICIENT HYDROSILYLATION; COORDINATION CHEMISTRY; CARBONYL-COMPOUNDS; AMINES; ALDEHYDES; CATALYST; KETONES; FE; ALKYLATION;
D O I
10.1002/ejic.201200550
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of 6 cyclopentadienyl phosphanyl-pyridine piano-stool iron complexes was prepared in good yields, characterized, and studied in the catalytic reductive amination of benzaldehyde derivatives through hydrosilylation reactions by using polymethylhydrosiloxane as the hydrosilane source and in dimethylcarbonate as the solvent at 40 degrees C. Single-crystal X-ray structural analyses were performed for all the complexes.
引用
收藏
页码:3546 / 3550
页数:5
相关论文
共 61 条
[1]   A review on the use of sodium triacetoxyborohydride in the reductive amination of ketones and aldehydes [J].
Abdel-Magid, Ahmed F. ;
Mehrman, Steven J. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2006, 10 (05) :971-1031
[2]   Electron-transfer chain catalysis in phosphine replacement reaction: Determination of relative donor capability of arylpyridylphosphines [J].
Adeyemi, Olalere G. ;
Liu, Ling-Kang .
INORGANICA CHIMICA ACTA, 2007, 360 (07) :2464-2470
[3]   Chiral-at-metal complexes and their catalytic applications in organic synthesis [J].
Bauer, Eike B. .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (08) :3153-3167
[4]   Synthesis and characterization of iron and ruthenium complexes bearing P-N ligands based on 8-hydroxyquinoline [J].
Benito-Garagorri, David ;
Lackner-Warton, Wolfgang ;
Standfest-Hauser, Christina M. ;
Mereiter, Kurt ;
Kirchner, Karl .
INORGANICA CHIMICA ACTA, 2010, 363 (14) :3674-3679
[5]  
Bezier D., ADV SYNTH CATAL
[6]   Cyclopentadienyl-NHC Iron Complexes for Solvent-Free Catalytic Hydrosilylation of Aldehydes and Ketones [J].
Bezier, David ;
Jiang, Fan ;
Roisnel, Thierry ;
Sortais, Jean-Baptiste ;
Darcel, Christophe .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (09) :1333-1337
[7]   Well-Defined Cyclopentadienyl NHC Iron Complex as the Catalyst for Efficient Hydrosilylation of Amides to Amines and Nitriles [J].
Bezier, David ;
Venkanna, Gopaladasu T. ;
Sortais, Jean-Baptiste ;
Darcel, Christophe .
CHEMCATCHEM, 2011, 3 (11) :1747-1750
[8]   Direct reductive amination of carbonyl compounds with primary/secondary amines using recyclable water-soluble FeII/EDTA complex as catalyst [J].
Bhor, Malhari D. ;
Bhanushali, Mayur J. ;
Nandurkar, Nam S. ;
Bhanage, Bhalchandra M. .
TETRAHEDRON LETTERS, 2008, 49 (06) :965-969
[9]  
Blaser HU, 1999, SYNLETT, P867
[10]   Iron-catalyzed reactions in organic synthesis [J].
Bolm, C ;
Legros, J ;
Le Paih, J ;
Zani, L .
CHEMICAL REVIEWS, 2004, 104 (12) :6217-6254