Quantification of CH•••π Interactions: Implications on How Substituent Effects Influence Aromatic Interactions

被引：29
作者：
Gung, Benjamin W. [1 ]
Emenike, Bright U. [1 ]
Lewis, Michael [2 ]
Kirschbaum, Kristin [3 ]
机构：
[1] Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA
[2] St Louis Univ, Dept Chem, St Louis, MO 63103 USA
[3] Univ Toledo, Dept Chem, Toledo, OH 43606 USA
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 41期
关键词：
aromatic interactions; computational chemistry; Hammett plots; substituent effects; triptycenes; NONCOVALENT INTERACTIONS; CHARGE-TRANSFER; BENZENE DIMER; CHEMISTRY; STRENGTH; POLAR/PI; SANDWICH; ORIGIN; RINGS;
D O I：
10.1002/chem.201001362
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Attractive interactions between a substituted benzene ring and an alpha-substituted acetate group were determined experimentally by using the triptycene model system. The attractive interaction correlates well with the Hammett constants sigma(m) (R-2 = 0.90), but correlates much better with the acidity of the alpha-protons (R-2 = 0.98).
引用
收藏
页码：12357 / 12362
页数：6
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