1ST SYNTHESIS OF SULFINYL SUBSTITUTED TRICARBONYL(ETA(6)-ARENE)CHROMIUM(0) COMPLEXES

A  PEREZENCABO; S  PERRIO; A M Z  SLAWIN; S E  THOMAS; A T  WIERZCHLEYSKI; D J  WILLIAMS

1ST SYNTHESIS OF SULFINYL SUBSTITUTED TRICARBONYL(ETA(6)-ARENE)CHROMIUM(0) COMPLEXES

A PEREZENCABO, S PERRIO, A M Z SLAWIN, S E THOMAS, A T WIERZCHLEYSKI, D J WILLIAMS

Research output: Contribution to journal › Article › peer-review

Abstract

Dimethyldioxirane efficiently oxidises tricarbonylchromium(0) complexes of sulfenyl substituted arenes to tricarbonylchromium(0) complexes of sulfinyl substituted arenes: ortho substituted complexes are oxidised with high diastereoselectivity and determination of the relative stereochemistry of the oxidation products by inter alia an X-ray crystal structure analysis of tricarbonyl[eta6-1-(tert-butylsulfinyl)-2-methoxybenzene]chromium(0) (2b(x)) revealed that oxidations of methylsulfenyl and tert-butylsulfenyl substituted complexes proceed to give complementary diastereoisomers.

Original language	English
Pages (from-to)	1059-1062
Number of pages	4
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	13
Publication status	Published - 7 Jul 1993

Keywords

CHROMIUM-TRICARBONYL COMPLEXES
STEREOSELECTIVE SYNTHESIS
ALDOL REACTION
DIMETHYLDIOXIRANE
SULFOXIDES
DIOXIRANES
CHEMISTRY
OXIDATION

Cite this

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title = "1ST SYNTHESIS OF SULFINYL SUBSTITUTED TRICARBONYL(ETA(6)-ARENE)CHROMIUM(0) COMPLEXES",

abstract = "Dimethyldioxirane efficiently oxidises tricarbonylchromium(0) complexes of sulfenyl substituted arenes to tricarbonylchromium(0) complexes of sulfinyl substituted arenes: ortho substituted complexes are oxidised with high diastereoselectivity and determination of the relative stereochemistry of the oxidation products by inter alia an X-ray crystal structure analysis of tricarbonyl[eta6-1-(tert-butylsulfinyl)-2-methoxybenzene]chromium(0) (2b(x)) revealed that oxidations of methylsulfenyl and tert-butylsulfenyl substituted complexes proceed to give complementary diastereoisomers.",

keywords = "CHROMIUM-TRICARBONYL COMPLEXES, STEREOSELECTIVE SYNTHESIS, ALDOL REACTION, DIMETHYLDIOXIRANE, SULFOXIDES, DIOXIRANES, CHEMISTRY, OXIDATION",

author = "A PEREZENCABO and S PERRIO and SLAWIN, \{A M Z\} and THOMAS, \{S E\} and WIERZCHLEYSKI, \{A T\} and WILLIAMS, \{D J\}",

year = "1993",

month = jul,

day = "7",

language = "English",

pages = "1059--1062",

journal = "Journal of the Chemical Society, Chemical Communications",

issn = "0022-4936",

publisher = "Chemical Society",

number = "13",

}

TY - JOUR

T1 - 1ST SYNTHESIS OF SULFINYL SUBSTITUTED TRICARBONYL(ETA(6)-ARENE)CHROMIUM(0) COMPLEXES

AU - PEREZENCABO, A

AU - PERRIO, S

AU - SLAWIN, A M Z

AU - THOMAS, S E

AU - WIERZCHLEYSKI, A T

AU - WILLIAMS, D J

PY - 1993/7/7

Y1 - 1993/7/7

N2 - Dimethyldioxirane efficiently oxidises tricarbonylchromium(0) complexes of sulfenyl substituted arenes to tricarbonylchromium(0) complexes of sulfinyl substituted arenes: ortho substituted complexes are oxidised with high diastereoselectivity and determination of the relative stereochemistry of the oxidation products by inter alia an X-ray crystal structure analysis of tricarbonyl[eta6-1-(tert-butylsulfinyl)-2-methoxybenzene]chromium(0) (2b(x)) revealed that oxidations of methylsulfenyl and tert-butylsulfenyl substituted complexes proceed to give complementary diastereoisomers.

AB - Dimethyldioxirane efficiently oxidises tricarbonylchromium(0) complexes of sulfenyl substituted arenes to tricarbonylchromium(0) complexes of sulfinyl substituted arenes: ortho substituted complexes are oxidised with high diastereoselectivity and determination of the relative stereochemistry of the oxidation products by inter alia an X-ray crystal structure analysis of tricarbonyl[eta6-1-(tert-butylsulfinyl)-2-methoxybenzene]chromium(0) (2b(x)) revealed that oxidations of methylsulfenyl and tert-butylsulfenyl substituted complexes proceed to give complementary diastereoisomers.

KW - CHROMIUM-TRICARBONYL COMPLEXES

KW - STEREOSELECTIVE SYNTHESIS

KW - ALDOL REACTION

KW - DIMETHYLDIOXIRANE

KW - SULFOXIDES

KW - DIOXIRANES

KW - CHEMISTRY

KW - OXIDATION

UR - https://www.scopus.com/pages/publications/37049088046

M3 - Article

SN - 0022-4936

SP - 1059

EP - 1062

JO - Journal of the Chemical Society, Chemical Communications

JF - Journal of the Chemical Society, Chemical Communications

IS - 13

ER -

1ST SYNTHESIS OF SULFINYL SUBSTITUTED TRICARBONYL(ETA(6)-ARENE)CHROMIUM(0) COMPLEXES

Abstract

Keywords

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