Triphenylamine corrole dyads: Synthesis, characterization and substitution effect on photophysical properties

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Abstract

We present our results on the effect of substitution on the photophysical properties of donor-acceptor (D-A) systems in which triphenylamine is the donor and substituted corroles i.e., 5,15-phenyl-10-triphenylaminecorrole TPACor 1, 5,15-di(3,5-ditertbutylphenyl)-10-triphenylaminecorrole TPACor 2, and 5,15-(4-nitrophenyl)-10-triphenylaminecorrole TPACor 3 is the acceptor. All three dyads have been characterized by elemental analysis, MALDI-MS, cyclic voltammetry, UV-Vis and fluorescence (steady state and time-resolved) spectroscopies. Both Soret and Q bands of TPACor 3 are red-shifted when compared to other two dyads due to the presence of electron withdrawing nitro group. Similarly, redox properties of TPACor 3 are altered, when correlated to TPACor 1 and TPACor 2 dyads. However, the fluorescence emission of triphenylamine in all three dyads was quenched significantly (>90%) compared to its monomeric unit. The presence of either electron releasing or electron withdrawing group on corrole moiety has not much effect on the photophysical properties. The quenched emission was attributed to intramolecular excitation energy transfer and the photoinduced electron transfer reactions contested in these dyads. [Figure not available: see fulltext.]

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Sudhakar, K., & Giribabu, L. (2017). Triphenylamine corrole dyads: Synthesis, characterization and substitution effect on photophysical properties. Journal of Chemical Sciences, 129(2), 223–237. https://doi.org/10.1007/s12039-016-1219-5

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