A rigid molecular balance for measuring face-to-face arene-arene interactions

被引：83

作者：

Carroll, William R. ^{[1
]}

Pellechia, Perry ^{[1
]}

Shimizu, Ken D. ^{[1
]}

机构：

[1] Univ S Carolina, Dept Chem, Columbia, SC 29208 USA

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 16期

关键词：

D O I：

10.1021/ol801286k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new molecular balance was developed to measure face-to-face arene-arene interactions. The balance adopts distinct folded and unfolded conformations due to restricted rotation about a C-aryl-N-imide bond. In the folded conformer, the rigid bicyclic framework enforces an offset face-to-face geometry to the exclusion of edge-to-face geometries, which was verified by X-ray crystallography. Measurement of the folded to unfolded ratio yields accurate values for the arene-arene interaction in a range of different solvents.

引用

页码：3547 / 3550

页数：4

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