Dipole Effect of BN-Doped Tetrathienonaphthalene on Photo-Physical Properties and Lewis Acidity of the D-π-A Derivatives

Chao Jing Sun; Li Cong; Kanglei Liu; Beibei Xiao; Nan Wang; Xiaodong Yin; Pangkuan Chen

doi:10.1021/acs.inorgchem.2c00854

Dipole Effect of BN-Doped Tetrathienonaphthalene on Photo-Physical Properties and Lewis Acidity of the D-π-A Derivatives

Chao Jing Sun, Li Cong, Kanglei Liu^*, Beibei Xiao, Nan Wang, Xiaodong Yin^*, Pangkuan Chen

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

Abstract

Dimesitylboryl-acceptor (A) and diarylamine-donor (D) substituents are introduced at α positions of BN-doped tetrathienonaphthalene in the same and opposite directions of the B-N bond, namely, B-BN-N and N-BN-B, in order to demonstrate how the substitution patterns influence the photophysical properties. The photophysical and electrochemical properties of these D-π-A molecules have been investigated in detail, aided by UV-vis absorption and fluorescence spectroscopy as well as cyclic voltammetry. We find that both B-BN-N and N-BN-B show the typical intramolecular charge transfer emission. N-BN-B exhibits strong fluorescence with a narrower band gap and stronger Lewis acidity than that of B-BN-N. DFT calculations help give a reasonable explanation that subtle differences in the electronic structure of the host skeleton could also influence the substituents and feed back this effect to the entire molecule.

Original language	English
Pages (from-to)	10705-10712
Number of pages	8
Journal	Inorganic Chemistry
Volume	61
Issue number	28
DOIs	https://doi.org/10.1021/acs.inorgchem.2c00854
Publication status	Published - 18 Jul 2022

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title = "Dipole Effect of BN-Doped Tetrathienonaphthalene on Photo-Physical Properties and Lewis Acidity of the D-π-A Derivatives",

abstract = "Dimesitylboryl-acceptor (A) and diarylamine-donor (D) substituents are introduced at α positions of BN-doped tetrathienonaphthalene in the same and opposite directions of the B-N bond, namely, B-BN-N and N-BN-B, in order to demonstrate how the substitution patterns influence the photophysical properties. The photophysical and electrochemical properties of these D-π-A molecules have been investigated in detail, aided by UV-vis absorption and fluorescence spectroscopy as well as cyclic voltammetry. We find that both B-BN-N and N-BN-B show the typical intramolecular charge transfer emission. N-BN-B exhibits strong fluorescence with a narrower band gap and stronger Lewis acidity than that of B-BN-N. DFT calculations help give a reasonable explanation that subtle differences in the electronic structure of the host skeleton could also influence the substituents and feed back this effect to the entire molecule.",

author = "Sun, {Chao Jing} and Li Cong and Kanglei Liu and Beibei Xiao and Nan Wang and Xiaodong Yin and Pangkuan Chen",

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doi = "10.1021/acs.inorgchem.2c00854",

language = "English",

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T1 - Dipole Effect of BN-Doped Tetrathienonaphthalene on Photo-Physical Properties and Lewis Acidity of the D-π-A Derivatives

AU - Sun, Chao Jing

AU - Cong, Li

AU - Liu, Kanglei

AU - Xiao, Beibei

AU - Wang, Nan

AU - Yin, Xiaodong

AU - Chen, Pangkuan

PY - 2022/7/18

Y1 - 2022/7/18

N2 - Dimesitylboryl-acceptor (A) and diarylamine-donor (D) substituents are introduced at α positions of BN-doped tetrathienonaphthalene in the same and opposite directions of the B-N bond, namely, B-BN-N and N-BN-B, in order to demonstrate how the substitution patterns influence the photophysical properties. The photophysical and electrochemical properties of these D-π-A molecules have been investigated in detail, aided by UV-vis absorption and fluorescence spectroscopy as well as cyclic voltammetry. We find that both B-BN-N and N-BN-B show the typical intramolecular charge transfer emission. N-BN-B exhibits strong fluorescence with a narrower band gap and stronger Lewis acidity than that of B-BN-N. DFT calculations help give a reasonable explanation that subtle differences in the electronic structure of the host skeleton could also influence the substituents and feed back this effect to the entire molecule.

AB - Dimesitylboryl-acceptor (A) and diarylamine-donor (D) substituents are introduced at α positions of BN-doped tetrathienonaphthalene in the same and opposite directions of the B-N bond, namely, B-BN-N and N-BN-B, in order to demonstrate how the substitution patterns influence the photophysical properties. The photophysical and electrochemical properties of these D-π-A molecules have been investigated in detail, aided by UV-vis absorption and fluorescence spectroscopy as well as cyclic voltammetry. We find that both B-BN-N and N-BN-B show the typical intramolecular charge transfer emission. N-BN-B exhibits strong fluorescence with a narrower band gap and stronger Lewis acidity than that of B-BN-N. DFT calculations help give a reasonable explanation that subtle differences in the electronic structure of the host skeleton could also influence the substituents and feed back this effect to the entire molecule.

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DO - 10.1021/acs.inorgchem.2c00854

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AN - SCOPUS:85134631790

SN - 0020-1669

VL - 61

SP - 10705

EP - 10712

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 28

ER -

Dipole Effect of BN-Doped Tetrathienonaphthalene on Photo-Physical Properties and Lewis Acidity of the D-π-A Derivatives

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