Theoretical study on influence of geometry controlling over the excited-state intramolecular proton transfer of 10-hydroxybenzo[ h ]quinoline and its derivatives

摘要: Abstract A structural modification on quinoline as a proton donor of 10-hydroxybenzo[h]quinoline (HBQ) giving different HBQ derivatives greatly affects their photophysical properties. In this study, the excited-state intramolecular transfer (ESIPT) reactions and its with geometries have been systematically investigated using DFT TD-DFT at B3LYP/TZVP. Calculated absorption emission spectra are used to describe changes in which blue-shifted compared that while except those 3,4-dihydro indene[1,2-b]pyrrole-8-ol (IPRO) 2-(4H-pyrrol-2-yl)phenol (PRP) compounds connecting moiety red-shifted. From results potential energy curves along (PT) coordinate, PT is favorable but not ground state. On-the-fly dynamics simulations further employed determine reaction mechanisms time evolution PT. The ESIPT process easily occurs most IPRO much high barrier. times take place within 100 fs probability nicely anti-correlated Thus, geometry alter electronic do affect derivatives. Moreover, once complete, internal conversion initiated by twisted skeleton, leading lower intensity tautomer emission.