Interaction of aromatic compounds and anions with naphthylimide-dansylamide fluorescent dyad: Experimental evidence of aryl C-H…π and aryl C-H…anion contacts and DFT calculations.

Spectrochim Acta A Mol Biomol Spectrosc

Centro de Investigaciones Químicas, IICBA, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, Col. Chamilpa, Cuernavaca, Morelos, 62209, Mexico. Electronic address:

Published: February 2020


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Article Abstract

In this work the interaction of halide anions and simple aromatic compounds with a bichromophoric fluorescent dyad derived from 1,8-naphthalimide (NAPIM) and 5-(dimethylamino)naphthalene-1-sulfonyl (DANS) was studied using electronic spectroscopy, H, and F NMR spectroscopy and quantum chemistry modeling (b3lyp/def2-TZVP). The NAPIM-DANS dyad interacts with electron-rich guests with binding constants in the range of 6×10 to 8×10M in CHCl. The formed complexes are stabilized through aryl C-H … anion and aryl C-H … π interactions.

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http://dx.doi.org/10.1016/j.saa.2019.117553DOI Listing

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