Quantification of a CH-π Interaction Responsible for Chiral Discrimination and Evaluation of Its Contribution to Enantioselectivity

被引:52
作者
Carrillo, Romen [2 ]
Lopez-Rodriguez, Matias [2 ]
Martin, Victor S. [2 ]
Martin, Tomas [1 ,2 ]
机构
[1] CSIC, Inst Prod Nat & Agrobiol, Tenerife 38206, Spain
[2] Univ La Laguna, Inst Univ Bioorgan Antonio Gonzalez, E-38206 Tenerife, Spain
关键词
chiral discrimination; CH-pi interactions; molecular recognition; noncovalent interactions; receptors; CARBOHYDRATE-AROMATIC INTERACTIONS; CH/PI HYDROGEN-BONDS; MOLECULAR RECOGNITION; SYNTHETIC LECTIN; PROTEIN; COMPLEXATION; MODEL; DNA; STABILITY; PHENYL;
D O I
10.1002/anie.200903281
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Good things come in small interactions: The high chiral discrimination displayed by a new receptor with ammonium salts of aromatic a-amino acid methyl esters is mainly the result of one of the weakest noncovalent interactions, the CH-π interaction (see picture). The interaction has been identified and quantified, and its contribution to the chiral recognition process has been evaluated. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7803 / 7808
页数:6
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