Budzák, Šimon, 1982- Excited state intramolecular proton transfer in julolidine derivatives: an ab initio study / Šimon Budzák, Denis Jacquemin. -- We have studied, using ab initio tools, a series of recently prepared fluorescent julolidine derivatives, undergoing Excited State Intramolecular Proton Transfer (ESIPT). We show that the computed free energy change in the excited state (Delta G(ES)) can be used to predict the preference for enol, keto, or dual emission. Indeed, two julolidine molecules experimentally show dual emission, consistent with our finding of a small DGES. In agreement with experimental outcomes the complexation between the ESIPT centre and BF2 increases the rigidity of the fluorophore and greatly facilitates emission at energies close to the original enol (E*) fluorescence band. The protonation of the imino group also suppresses ESIPT and sole E* emission is obtained. We disclose that chemical substitution can significantly tune the radiationless deactivation of the enol related to the C=N bond rotation of the ESIPT centre. While there is a significant barrier for the experimentally studied compounds we have

In Physical Chemistry Chemical Physics. -- Cambridge : The Royal Society of Chemistry (RSC), 2018. -- ISSN 1463-9076. -- ISSN 1463-9084. -- Vol. 20, no. 38 (2018), pp. 25031-25038

1. julolidine 2. excited-state proton transfer

I. Jacquemin, Denis
II. Physical Chemistry Chemical Physics. -- Vol. 20, no. 38 (2018), pp. 25031-25038

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