The N-arylamino conjugation effect in the photochemistry of fluorescent protein chromophores and aminostilbenes

Chemistry, an Asian Journal
Guan-Jhih Huang, Jye-Shane Yang

Abstract

To understand the nonradiative decay mechanism of fluorescent protein chromophores in solutions, a systematic comparison of a series of (Z)-4-(N-arylamino)benzylidene-2,3-imidazolinones (ABDIs: 2 P, 2 PP, 2 OM, and 2 OMB) and the corresponding trans-4-(N-arylamino)-4'-cyanostilbenes (ACSs: 1 P, 1 PP, 1 OM, and 1 OMB) was performed. We have previously shown that the parameter Phi(f)+2 Phi(tc), in which Phi(f) and Phi(tc) are the quantum yields of fluorescence and trans-->cis photoisomerization, respectively, is an effective probe for evaluating the contribution of twisted intramolecular charge transfer (TICT) states in the excited decays of trans-aminostilbenes, including the push-pull ACSs. One of the criteria for postulating the presence of a TICT state is Phi(f)+2 Phi(tc)<1.0, because its formation is decoupled with the C=C bond (tau) torsion pathway and its decay is generally nonradiative. Our results show that the same concept also applies to ABDIs 2 with the parameter Phi(f)+2 Phi(ZE) in which Phi(ZE) is the quantum yield of Z-->E photoisomerization. We conclude that the tau torsion rather than the C-C bond (phi) torsion is responsible for the nonradiative decays of ABDIs 2 in aprotic solvents (hexane, THF, acetonitrile). ...Continue Reading

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Citations

Aug 30, 2014·Chemistry : a European Journal·Mikhail S BaranovIlia V Yampolsky
Mar 22, 2016·The Journal of Physical Chemistry. B·Tanmay ChatterjeePrasun K Mandal
Jul 16, 2015·Physical Chemistry Chemical Physics : PCCP·Tanmay ChatterjeePrasun K Mandal
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Mar 26, 2011·The Journal of Physical Chemistry. a·Cheng-Kai LinJye-Shane Yang
Jan 14, 2020·The Journal of Physical Chemistry. B·Hongping DengXinyuan Zhu
Jan 26, 2013·The Journal of Physical Chemistry. B·Guan-Jhih HuangJye-Shane Yang
Feb 14, 2013·The Journal of Physical Chemistry. B·Chi-Wen ChengJye-Shane Yang

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