New ligands for manganese catalysed selective oxidation of sulfides to sulfoxides with hydrogen peroxide

被引:78
作者
Brinksma, J
La Crois, R
Feringa, BL
Donnoli, MI
Rosini, C
机构
[1] Univ Groningen, Organ Chem Lab, Stratingh Inst, NL-9747 AG Groningen, Netherlands
[2] Univ Basilicata, Dipartimento Chim, I-85100 Potenza, Italy
关键词
hydrogen peroxide; sulfoxides; manganese; oxidation;
D O I
10.1016/S0040-4039(01)00626-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In situ prepared manganese complexes with ligands 1-5 have been used in the catalytic oxidation of sulfides to sulfoxides using hydrogen peroxide at 0 degreesC in acetone. Using ligand 4, methyl phenyl sulfoxide is obtained in 55% yield and turnover numbers up to 250, while the formation of sulfone is almost suppressed. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4049 / 4052
页数:4
相关论文
共 27 条
[1]  
ANDERSEN KK, 1988, CHEM SULFONES SULFOX, P53
[2]  
[Anonymous], 1988, CHEM SULFONES SULFOX
[3]   Binuclear manganese complexes as catalysts in the selective and efficient oxidation of sulfides to sulfones [J].
Barton, DHR ;
Li, WG ;
Smith, JA .
TETRAHEDRON LETTERS, 1998, 39 (39) :7055-7058
[4]  
Bolm C, 1999, SYNLETT, P360
[5]   Titanium(IV)-(R,R,R)-tris(2-phenylethoxy)amine-alkylperoxo complex mediated oxidations: The biphilic nature of the oxygen transfer to organic sulfur compounds [J].
Bonchio, M ;
Calloni, S ;
DiFuria, F ;
Licini, G ;
Modena, G ;
Moro, S ;
Nugent, WA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (29) :6935-6936
[6]  
Bravo P, 1998, EUR J ORG CHEM, V1998, P435, DOI 10.1002/(SICI)1099-0690(199803)1998:3<435::AID-EJOC435>3.0.CO
[7]  
2-2
[8]   The dinuclear manganese complex Mn2O(OAc)2(TPTN) as a catalyst for epoxidations with hydrogen peroxide [J].
Brinksma, J ;
Hage, R ;
Kerschner, J ;
Feringa, BL .
CHEMICAL COMMUNICATIONS, 2000, (07) :537-538
[9]   APPLICATIONS OF SULFOXIDES TO ASYMMETRIC-SYNTHESIS OF BIOLOGICALLY-ACTIVE COMPOUNDS [J].
CARRENO, MC .
CHEMICAL REVIEWS, 1995, 95 (06) :1717-1760
[10]   A new titanium-silica catalyst for the epoxidation of alkenes [J].
Cativiela, C ;
Fraile, JM ;
Garcia, JI ;
Moyoral, JA .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 112 (02) :259-267