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Donor-/Acceptor-Substituted Tetrakis(arylethynyl)benzenes: The Influence of Donor Group on Optoelectronic Properties
Wataru Nojo1, I David Reingold2, Jeremy P Bard1
1Department of Chemistry & Biochemistry and Materials Science Institute, 1253 University of Oregon, Eugene, OR 97403-1253, USA.
Abstract:
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 AlCl3 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.
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