Tin(IV) bis(perfluoroalkanesulfonyl)amide complex as a highly selective Lewis acid catalyst for Baeyer-Villiger oxidation using hydrogen peroxide in a fluorous recyclable phase

被引:40
作者
Hao, XH [1 ]
Yamazaki, O [1 ]
Yoshida, A [1 ]
Nishikido, J [1 ]
机构
[1] Noguchi Inst, Itabashi Ku, Tokyo 1730003, Japan
关键词
Baeyer-Villiger oxidation; biphasic catalysis; hydrogen peroxide; perfluorinated ligand; tin;
D O I
10.1016/S0040-4039(03)01185-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sn[N(SO2C8F17)(2)](4) catalyst was shown to give an excellent yield and selectivity in a fluorous biphasic catalytic system for Baeyer-Villiger oxidation of cyclic ketones by 35% aqueous hydrogen peroxide, a green, safe and cheap oxidant. Furthermore, the catalyst was completely recovered and reused in the fluorous immobilized phase without loss of activity. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4977 / 4980
页数:4
相关论文
共 29 条
[1]  
Barrett AGM, 2000, SYNLETT, P847
[2]  
Barthel-Rosa LP, 1999, COORDIN CHEM REV, V190, P587
[3]   Efficient catalytic methods for the Baeyer-Villiger oxidation and epoxidation with hydrogen peroxide [J].
Berkessel, A ;
Andreae, MRM .
TETRAHEDRON LETTERS, 2001, 42 (12) :2293-2295
[4]  
Colonna S, 2001, EUR J ORG CHEM, V2001, P181
[5]   Sn-MCM-41 - a heterogeneous selective catalyst for the Baeyer-Villiger oxidation with hydrogen peroxide [J].
Corma, A ;
Navarro, MT ;
Nemeth, L ;
Renz, M .
CHEMICAL COMMUNICATIONS, 2001, (21) :2190-2191
[6]   Sn-zeolite beta as a heterogeneous chemoselective catalyst for Baeyer-Villiger oxidations [J].
Corma, A ;
Nemeth, LT ;
Renz, M ;
Valencia, S .
NATURE, 2001, 412 (6845) :423-425
[7]   Fluorous biphase systems - The new phase-separation and immobilization technique [J].
Cornils, B .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (19) :2057-2059
[8]  
Curran DP, 1998, ANGEW CHEM INT EDIT, V37, P1175, DOI 10.1002/(SICI)1521-3773(19980518)37:9<1174::AID-ANIE1174>3.0.CO
[9]  
2-P
[10]   Baeyer-Villiger-oxidation of cyclopentanone with aqueous hydrogen peroxide by acid heterogeneous catalysis [J].
Fischer, J ;
Hölderich, WF .
APPLIED CATALYSIS A-GENERAL, 1999, 180 (1-2) :435-443