Cationic CH•••π interactions as a function of solvation

被引：19

作者：

Emenike, Bright U. ^{[1
]}

Bey, Sara N. ^{[1
]}

Spinelle, Ronald A. ^{[1
]}

Jones, Jacob T. ^{[1
]}

Yoo, Barney ^{[2
]}

Zeller, Matthias ^{[3
]}

机构：

[1] SUNY Coll Old Westbury, Dept Chem & Phys, 223 Store Hill Rd, Old Westbury, NY 11568 USA

[2] CUNY, Dept Chem, Hunter Coll, New York, NY 10065 USA

[3] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA

来源：

PHYSICAL CHEMISTRY CHEMICAL PHYSICS | 2016年 / 18卷 / 45期

基金：

美国国家科学基金会;

关键词：

FACE AROMATIC INTERACTIONS; MOLECULAR RECOGNITION; STACKING INTERACTIONS; SIGNIFICANT DIFFERENCE; CH/PI INTERACTION; HYDROGEN-BOND; SOLID-STATE; SUBSTITUENT; BALANCE; ORIGIN;

D O I：

10.1039/c6cp06800f

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The energy (Delta G) of a cationic CH center dot center dot center dot pi interaction was measured experimentally through the conformational studies of new molecular torsion balances using proton NMR spectroscopy. Each of the molecular balance adopted folded and unfolded conformations for which the ratio of the conformational equilibrium (i.e., folded/unfolded ratio) provided a quantitative measure of the Delta G as a function of solvation. An excellent linear solvation energy relationship between the Delta G values and the Hunter's solvent hydrogenbond parameters (alpha(s) and beta(s)) revealed that electrostatic interaction is the physical origin of the observed conformational preferences in solution.

引用

页码：30940 / 30945

页数：6

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