Solvent effects on excited state intramolecular proton transfer mechanism in 4-(N,N-dimethylamino)-3-hydroxyflavone
作者： Lifeng Jia , Fang Wang , Yufang Liu
DOI: 10.1016/J.ORGEL.2018.03.030
关键词: Intramolecular force 、 Molecular orbital 、 Physical chemistry 、 Time-dependent density functional theory 、 Excited state 、 Solvent effects 、 3-Hydroxyflavone 、 Ground state 、 Hydrogen bond 、 Materials science
摘要: Abstract The excited state intramolecular proton transfer (ESIPT) dynamics and photophysical properties of 4-(N,N-dimethylamino)-3-hydroxyflavone (DMAF) in acetonitrile (ACN) ethanol (EtOH) were investigated by density-functional theory (DFT) time-dependent (TDDFT) methods at B3LYP/6-31G (d,p) level. calculation results show that hydrogen bond the first (S1) is strengthened, which can facilitate process transfer. absorption emission spectra obtained through vertical excitation energies agree well with experiment, confirm rationality choice theoretical methods. In addition, frontier molecular orbitals (MOs) analysis indicates charge transfer, reveal tendency ESIPT reaction. order to explore mechanism process, potential energy curves ground (S0) S1 have been constructed. Based on barrier 3.48 kcal/mol for DMAF molecule 5.48 kcal/mol 4-(N,N-dimethylamino)-3-hydroxyflavone/ethanol (DMAF-EtOH) complex state, we find occurs more easily solvent.
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