Fluoride anion sensing mechanism of a BODIPY-linked hydrogen-bonding probe

Journal of Computational Chemistry
Yang LiTian-Shu Chu

Abstract

The sensing mechanism of a fluoride-anion probe BODIPY-amidothiourea (1c) has been elucidated through the density functional theory (DFT) and time-dependent density functional theory (TDDFT) calculations. The theoretical study indicates that in the DMSO/water mixtures the fluorescent sensing has been regulated by the fluoride complex that formed between the probe 1c/two water molecules and the fluoride anion, and the excited-state intermolecular hydrogen bond (H-B) plays an important role in the fluoride sensing mechanism. In the first excited state, the H-Bs of the fluoride complex 1cFH2 are overall strengthened, which induces the weak fluorescence emission. In addition, molecular orbital analysis demonstrates that 1cFH2 has more obvious intramolecular charge transfer (ICT) character in the S1 state than 1cH2 formed between the probe 1c and two water molecules, which also gives reason to the weaker fluorescence intensity of 1cFH2 . Further, our calculated UV-vis absorbance and fluorescence spectra are in accordance with the experimental measurements. © 2018 Wiley Periodicals, Inc.

References

Jun 15, 1986·Physical Review. B, Condensed Matter·J P Perdew
Jul 17, 2004·The Journal of Organic Chemistry·Ji Young KwonJuyoung Yoon
Dec 17, 2004·Journal of the American Chemical Society·Massimo BoiocchiEnrico Monzani
Feb 24, 2006·Angewandte Chemie·Sung Ok KangKristin Bowman-James
Jul 13, 2006·The Journal of Physical Chemistry. a·Vladimír LukesHans Lischka
Dec 20, 2007·Angewandte Chemie·Gilles UlrichAnthony Harriman
Aug 9, 2008·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Guang-Jiu Zhao, Ke-Li Han
Sep 19, 2009·Organic & Biomolecular Chemistry·Wen-Xia LiuYun-Bao Jiang
Jul 29, 2011·Chemical Society Reviews·Noël BoensWim Dehaen
Oct 28, 2011·Organic Letters·Xiaowei CaoJiaoliang Wang
Nov 11, 2011·Accounts of Chemical Research·Guang-Jiu Zhao, Ke-Li Han
Apr 9, 2013·Journal of the American Chemical Society·Jun-Sheng ChenPeter J Stang
Sep 3, 2013·Physical Chemistry Chemical Physics : PCCP·Jun-Sheng ChenTian-Shu Chu
Dec 30, 2014·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·I K Petrushenko, K B Petrushenko
Feb 25, 2015·Chemistry : a European Journal·Tatsuya AotakeHiroko Yamada
Apr 23, 2015·Accounts of Chemical Research·Zhangrong LouKeli Han
Aug 6, 2016·Journal of Molecular Modeling·Tian-Shu Chu, Jinmei Xu

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Citations

Mar 10, 2021·Journal of Molecular Modeling·Xiaochen WangTianshu Chu

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