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Donor‐/Acceptor‐Substituted Tetrakis(arylethynyl)benzenes: The Influence of Donor Group on Optoelectronic Properties
Author(s) -
Nojo Wataru,
Reingold I. David,
Bard Jeremy P.,
Chase Daniel T.,
Deng ChunLin,
Haley Michael M.
Publication year - 2019
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.201900266
Subject(s) - hypsochromic shift , chemistry , bathochromic shift , chromophore , photochemistry , protonation , fluorescence , acceptor , benzene , absorption spectroscopy , organic chemistry , ion , physics , quantum mechanics , condensed matter physics
We have prepared nine structural isomers of a tetrakis(arylethynyl)benzene chromophore functionalized with 4‐butoxyphenyl and pyridyl units as the respective donor and acceptor units and examined their steady‐state spectroscopic parameters to study how small structural variations effect the electronic absorption and emission spectra. Unlike their 4‐dibutylaminophenyl congeners that exhibited dynamic hypsochromic or bathochromic shifts in response to Lewis and Brønsted acids, the current class of compounds simply showed quenched fluorescence upon protonation; only AlCl 3 elicited a red‐shifted fluorescence response. Computational studies of each system were also performed to provide additional insight into the energy levels and electronic transitions present.