OXIDATION OF ALKYLTHIO SUBSTITUTED TRICARBONYL(ETA-6-ARENE)CHROMIUM(0) COMPLEXES TO ALKYLSULFINYL SUBSTITUTED TRICARBONYL(ETA-6-ARENE)CHROMIUM(0) COMPLEXES

被引:28
作者
PEREZENCABO, A
PERRIO, S
SLAWIN, AMZ
THOMAS, SE
WIERZCHLEYSKI, AT
WILLIAMS, DJ
机构
[1] UNIV LONDON IMPERIAL COLL SCI TECHNOL & MED,DEPT CHEM,S KENSINGTON,LONDON SW7 2AY,ENGLAND
[2] UNIV LONDON IMPERIAL COLL SCI TECHNOL & MED,CHEM CRYSTALLOG LAB,LONDON SW7 2AY,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 06期
关键词
D O I
10.1039/p19940000629
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dimethyldioxirane efficiently oxidises tricarbonylchromium(0) complexes of alkylthio substituted arenes to tricarbonylchromium(o) complexes of alkylsulfinyl substituted arenes. The diastereoselectivity of oxidation of ortho substituted complexes, which was determined by inter alia X-ray crystal structure analyses of tricarbonyl[eta6-1-methoxy-2-(methylsulfinyl)benzene]chromium(0) 20x, [eta6-1-(tert-butylsulfinyl)-2-methoxybenzene]tricarbonylchromium(o) 23x and tricarbonyl[eta6-1-(ethylsulfinyl)-2-methoxybenzene]chromium(o) 21y, is dependent on the alkylthio substituent and is reversed when this substituent is changed from methylthio to tert-butylthio.
引用
收藏
页码:629 / 642
页数:14
相关论文
共 65 条
  • [1] DIOXIRANES - A NEW CLASS OF POWERFUL OXIDANTS
    ADAM, W
    CURCI, R
    EDWARDS, JO
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1989, 22 (06) : 205 - 211
  • [2] ADAM W, 1993, TOP CURR CHEM, V164, P45
  • [3] A CONVENIENT PREPARATION OF ACETONE SOLUTIONS OF DIMETHYLDIOXIRANE
    ADAM, W
    BIALAS, J
    HADJIARAPOGLOU, L
    [J]. CHEMISCHE BERICHTE, 1991, 124 (10) : 2377 - 2377
  • [4] SYNTHESIS AND REACTIVITY OF SILICON-TRANSITION METAL-COMPLEXES .24. CONVERSION OF FERRIOSILANES TO FERRIOSILANOLS BY SELECTIVE OXIDATION OF THE SIH FUNCTION BY DIMETHYLDIOXIRANE
    ADAM, W
    AZZENA, U
    PRECHTL, F
    HINDAHL, K
    MALISCH, W
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (06): : 1409 - 1411
  • [5] ADAM W, 1902, ORGANIC PEROXIDES, P195
  • [6] RESOLUTION AND ASYMMETRIC-SYNTHESIS OF ORTHO-SUBSTITUTED (BENZALDEHYDE)TRICARBONYLCHROMIUM COMPLEXES
    ALEXAKIS, A
    MANGENEY, P
    MAREK, I
    ROSEMUNCH, F
    ROSE, E
    SEMRA, A
    ROBERT, F
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (21) : 8288 - 8290
  • [7] ANDY TS, 1988, INORG CHIM ACTA, V143, P3
  • [8] BARBACHYN MR, 1983, ASYMMETRIC SYNTHESIS, V4, P227
  • [9] ULTRAVIOLET ABSORPTION SPECTRA OF ALKYL ORTHO METHOXYPHENYL SULPHIDES, AND OXA-THIAHETEROCYCLES, AND OF THEIR SULPHONES
    BERMINGHAM, GE
    SMITH, NHP
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR SPECTROSCOPY, 1971, A 27 (08): : 1467 - +
  • [10] STUDY OF SRN1 REACTIONS .10. ACTION OF SULFANIONS ON FUNCTIONALIZED ARYL HALIDES - DIRECT SYNTHESIS OF BENZOTHIOPHENES AND THIENOPYRIDINES
    BEUGELMANS, R
    BOISCHOUSSY, M
    BOUDET, B
    [J]. TETRAHEDRON, 1983, 39 (24) : 4153 - 4161