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Issue 11, 2008
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Lone pair–π interactions: a new supramolecular bond?

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Anion–π interactions have been receiving a great deal of attention from the scientific community for the past five years. This type of non-covalent bond is being recognized as a supramolecular interaction by chemists. Remarkably, the status for the lone pair(lp)-π interaction, namely the bonding association between a neutral electron-rich molecule and an electron-poor π ring, is hardly studied. The importance of lp–π interactions was clearly evidenced in a number of biological systems more than ten years ago; amazingly, only a few examples of lp–π interactions involving small synthetic molecules have been reported so far in the literature. Are these examples unique? Actually, a detailed analysis of the Cambridge Structure Database shows that such interactions are not unusual in organic compounds, but apparently have been overlooked in the past.

Graphical abstract: Lone pair–π interactions: a new supramolecular bond?

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Supplementary files

Article information

14 Jul 2008
15 Aug 2008
First published
25 Sep 2008

CrystEngComm, 2008,10, 1501-1515
Article type

Lone pair–π interactions: a new supramolecular bond?

T. J. Mooibroek, P. Gamez and J. Reedijk, CrystEngComm, 2008, 10, 1501
DOI: 10.1039/B812026A

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