2-Pyridinealdoxime, a new ligand for a Pd-precatalyst: Application in solid-phase-assisted Suzuki-Miyaura reaction

被引:24
作者
Solodenko, Wladimir [1 ]
Brochwitz, Christoph [1 ]
Wartchow, Rudolf [2 ]
Hashem, Md. Abul [3 ]
Dawood, Kamal M. [1 ,4 ]
Vaultier, Michel [5 ]
Kirschning, Andreas [1 ]
机构
[1] Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
[2] Leibniz Univ Hannover, Inst Anorgan Chem, D-30167 Hannover, Germany
[3] Jahangirnagar Univ, Dept Chem, Dhaka 1342, Bangladesh
[4] Cairo Univ, Fac Sci, Dept Chem, Giza, Egypt
[5] Univ Rennes 1, Inst Chim, CNRS, UMR 6510, F-35042 Rennes, France
关键词
catalysis; ionic liquids; microwave heating; palladium immobilization; solid phase synthesis; Suzuki-Miyaura reaction;
D O I
10.1007/s11030-005-7457-y
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The preparation of a new palladium(II) complex with a 2-pyridinealdoxime ligand and its use as a Pd(0) precatalyst in the cross-coupling Suzuki-Miyaura reaction is described. Several concepts for the immobilization of this catalytic system are presented and compared in order to develop an efficient catalytic tool for high-throughput synthesis.
引用
收藏
页码:333 / 339
页数:7
相关论文
共 38 条
[1]   Oxime palladacycles:: Stable and efficient catalysts for carbon-carbon coupling reactions [J].
Alonso, DA ;
Nájera, C ;
Pacheco, MC .
ORGANIC LETTERS, 2000, 2 (13) :1823-1826
[2]   Highly active oxime-derived palladacycle complexes for Suzuki-Miyaura and Ullmann-type coupling reactions [J].
Alonso, DA ;
Nájera, C ;
Pacheco, MC .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (16) :5588-5594
[3]   C(sp2)-C(sp) and C(sp)-C(sp) coupling reactions catalyzed by oxime-derived palladacycles [J].
Alonso, DA ;
Nájera, C ;
Pacheco, MC .
ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (9-10) :1146-1158
[4]  
Alonso DA, 2002, ADV SYNTH CATAL, V344, P172, DOI 10.1002/1615-4169(200202)344:2<172::AID-ADSC172>3.0.CO
[5]  
2-9
[6]  
Anastas P. T., 1998, GREEN CHEM THEORY PR
[7]   Microwave-assisted solid-phase synthesis (MASS) of 2,6,9-trisubstituted purines [J].
Austin, RE ;
Okonya, JF ;
Bond, DRS ;
Al-Obeidi, F .
TETRAHEDRON LETTERS, 2002, 43 (35) :6169-6171
[8]   Oxime carbapalladacycle covalently anchored to high surface area inorganic supports or polymers as heterogeneous green catalysts for the Suzuki reaction in water [J].
Baleizao, C ;
Corma, A ;
García, H ;
Leyva, A .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (02) :439-446
[9]   An oxime-carbapalladacycle complex covalently anchored to silica as an active and reusable heterogeneous catalyst for Suzuki cross-coupling in water [J].
Baleizao, C ;
Corma, A ;
García, H ;
Leyva, A .
CHEMICAL COMMUNICATIONS, 2003, (05) :606-607
[10]   Palladacyclic catalysts in C-C and C-heteroatom bond-forming reactions [J].
Bedford, RB .
CHEMICAL COMMUNICATIONS, 2003, (15) :1787-1796