Evidence for the formation of an iodosylbenzene(salen)iron active intermediate in a (salen)iron (III)-catalyzed asymmetric sulfide oxidation

被引:116
作者
Bryliakov, KP [1 ]
Talsi, EP [1 ]
机构
[1] Russian Acad Sci, Siberian Branch, Boreskov Inst Catalysis, Novosibirsk, Russia
关键词
asymmetric catalysis; enantioselectivity; iron; oxidation; sulfides;
D O I
10.1002/anie.200460108
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Catalytic converter: A (salen)iron(III) complex (salen* = asymmetric bis(salicylidene)ethylenediamine ligand) can be used as a catalyst system for the asymmetric oxidation of aryl sulfides by iodosylbenzene (see scheme). An iodosylbenzene(salen)iron(III) species has been identified as the active intermediate by EPR and NMR spectroscopy. R = aryl, R′ = alkyl.
引用
收藏
页码:5228 / 5230
页数:3
相关论文
共 40 条
  • [1] Bolm C, 1995, ANGEW CHEM INT EDIT, V34, P2640
  • [2] Bolm C, 1998, SYNLETT, P1327
  • [3] Bolm C., 1995, ANGEW CHEM, V107, P2883
  • [4] 51V and 13C NMR spectroscopic study of the peroxovanadium intermediates in vanadium catalyzed enantioselective oxidation of sulfides
    Bryliakov, KP
    Karpyshev, NN
    Fominsky, SA
    Tolstikov, AG
    Talsi, EP
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 171 (1-2) : 73 - 80
  • [5] Carlsson E, 2002, CHEM BRIT, V38, P42
  • [6] Multiple active oxidants in cytochrome P-450 model oxidations
    Collman, JP
    Chien, AS
    Eberspacher, TA
    Brauman, JI
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (45) : 11098 - 11100
  • [7] Multiple active oxidants in competitive epoxidations catalyzed by porphyrins and corroles
    Collman, JP
    Zeng, L
    Decréau, RA
    [J]. CHEMICAL COMMUNICATIONS, 2003, (24) : 2974 - 2975
  • [8] COLOMBO A, 1986, GAZZ CHIM ITAL, V116, P35
  • [9] ASYMMETRIC OXIDATION OF SULFIDES TO SULFOXIDES CATALYZED BY TITANIUM COMPLEXES OF N-SALICYLIDENE-L-AMINO ACIDS
    COLONNA, S
    MANFREDI, A
    SPADONI, M
    CASELLA, L
    GULLOTTI, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (01): : 71 - 73
  • [10] Asymmetric synthesis of esomeprazole
    Cotton, H
    Elebring, T
    Larsson, M
    Li, L
    Sörensen, H
    von Unge, S
    [J]. TETRAHEDRON-ASYMMETRY, 2000, 11 (18) : 3819 - 3825