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
收藏
页码：1414 / 1416
页数：3
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