Discrimination of geometrical epoxide isomers by ENDOR Spectroscopy and DFT calculations: The role of hydrogen bonds

被引：10

作者：

Murphy, Damien M. ^{[1
]}

Fallis, Ian A. ^{[1
]}

Willock, David J. ^{[1
]}

Landon, James ^{[1
]}

Carter, Emma ^{[1
]}

Vinck, Evi ^{[2
]}

机构：

[1] Cardiff Univ, Sch Chem, Cardiff CF10 3AT, S Glam, Wales

[2] Univ Instelling Antwerp, SIBAC Lab, Dept Phys, B-2610 Antwerp, Belgium

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 08期

基金：

英国工程与自然科学研究理事会;

关键词：

chirality; density functional calculations; ENDOR spectroscopy; epoxides; EPR spectroscopy;

D O I：

10.1002/anie.200703537

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) EPR and ENDOR spectroscopies combined with DFT calculations have revealed the selective binding of a cis over a trans epoxide to a chiral vanadyl salen complex (see picture). Complementary DFT calculations identified a weak electrostatic interaction supplemented by multiple hydrogen-bonding contacts as the origins of this selectivity. These observations were experimentally confirmed in frozen solution by orientation selective ENDOR measurements. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1414 / 1416

页数：3

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