X-RAY-DIFFRACTION STUDIES OF CRYSTALLINE TRIHALOMETHYL KETONES (RCOCX3) REVEAL AN UNUSUAL STRUCTURAL DEFORMATION ABOUT THE CARBONYL GROUP

被引：27

作者：

COREY, EJ

LINK, JO

SARSHAR, S

SHAO, Y

机构：

[1] Deparment of Chemistry, Harvard University, Cambridge

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)60847-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

X-ray crystallographic studies of a set of trihalomethyl ketones (4, 5, and 6) indicate that the carbonyl oxygen is displaced significantly toward the trihalomethyl group, probably as a consequence of oxygen lone pair delocalization into the sigma* orbital of CO-CX3.

引用

页码：7103 / 7106

页数：4

共 14 条

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[2] 1-MESITYL-2,2,2-TRIFLUOROETHANOL, AN OUTSTANDING NEW CHIRAL CONTROLLER FOR CATALYZED DIELS-ALDER REACTIONS
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[6] 2 EFFECTIVE PROCEDURES FOR THE SYNTHESIS OF TRICHLOROMETHYL KETONES, USEFUL PRECURSORS OF CHIRAL ALPHA-AMINO AND ALPHA-HYDROXY ACIDS
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[J]. TETRAHEDRON LETTERS, 1992, 33 (24) : 3435 - 3438
[7] A NEW SYSTEM FOR CATALYTIC ENANTIOSELECTIVE REDUCTION OF ACHIRAL KETONES TO CHIRAL ALCOHOLS - SYNTHESIS OF CHIRAL ALPHA-HYDROXY ACIDS
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[8] REMARKABLY EFFECTIVE AND SIMPLE SYNTHESES OF ENANTIOMERICALLY PURE SECONDARY CARBINOLS FROM ACHIRAL KETONES
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[J]. TETRAHEDRON LETTERS, 1991, 32 (47) : 6835 - 6838
[9] A NEW PROCESS FOR THE ENANTIOSELECTIVE SYNTHESIS OF CHIRAL ALPHA-ARYLOXY AND ALPHA-HYDROXY ACIDS
COREY, EJ
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[J]. TETRAHEDRON LETTERS, 1992, 33 (24) : 3431 - 3434
[10] HIGHLY ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY CHIRAL OXAZABOROLIDINES - MECHANISM AND SYNTHETIC IMPLICATIONS
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