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

页码：12357 / 12362

页数：6

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