Intramolecular Proton Transfer in 2‐(2′‐hydroxyphenyl)oxazolo[4,5‐b]pyridine: Evidence for Tautomer in the Ground State
作者： Francis A. S. Chipem , Ashim Malakar , Govindarajan Krishnamoorthy
DOI: 10.1111/PHP.12411
关键词:
摘要: The intramolecular proton transfer in a newly synthesized molecule, 2-(2 0 -hydroxyphenyl)oxazolo[4,5-b]pyridine (HPOP) is studied using UV-visible absorption, fluorescence emission, excitation and time-resolved spectroscopy. In the ground state, molecule exists as cis- trans-enol all solvents. However, dioxane, alcohols, acetonitrile, dimethylformamide dimethylsulfoxide keto tautomer also observed state. Dual HPOP where large Stoke shifted emission due to from excited-state product, whereas other normal enol form. (both emission) of less than those corresponding benzoxazole imidazopyridine derivatives. This reveals that nonradiative decay becomes more efficient upon substitution electronegative atom on charge acceptor group. pH studies substantiate conclusion (unlike its imidazole analog) third state species not monoanion. effect temperature cis-enol-trans-enol-keto equilibrium deactivation excited are investigated.
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