Two configurations of the furan–CF3Cl complex have been observed by high-resolution rotational spectroscopy. One is characterized by a dominant Cl lone pair⋯π* aromatic interaction and the other is stabilized by a C–Cl···π-C=C- halogen bond. This is the first rotational spectroscopic evidence, to the best of our knowledge, that shows how a complexation with a partner like CF3Cl (the weak lone pair belt of Cl, to be more specific) can modulate both the aromatic π* and diene π characters of a heteroaromatic molecule in the formation of non-covalent interactions. The results emphasize the partner molecules’ role in modulating the π electron structure and will not only deepen our understanding on non-covalent interactions but also lead to better designs of heteroaromatic-based drugs and materials.

Modulation of π character upon complexation captured by molecular rotation spectra

Qin Yang;Zhongming Jiang;Julien Bloino
;
2022

Abstract

Two configurations of the furan–CF3Cl complex have been observed by high-resolution rotational spectroscopy. One is characterized by a dominant Cl lone pair⋯π* aromatic interaction and the other is stabilized by a C–Cl···π-C=C- halogen bond. This is the first rotational spectroscopic evidence, to the best of our knowledge, that shows how a complexation with a partner like CF3Cl (the weak lone pair belt of Cl, to be more specific) can modulate both the aromatic π* and diene π characters of a heteroaromatic molecule in the formation of non-covalent interactions. The results emphasize the partner molecules’ role in modulating the π electron structure and will not only deepen our understanding on non-covalent interactions but also lead to better designs of heteroaromatic-based drugs and materials.
Settore CHIM/02 - Chimica Fisica
Fondi MUR
PRIN no. 2020HTSXMA
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11384/112644
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