NDLI: Synthesis, Structure, Luminescent and Intramolecular Proton Transfer in Some Imidazole Derivatives

Content Provider	Springer Nature Link
Author	Jayabharathi, Jayaraman Thanikachalam, Venugopal Srinivasan, Natesan Saravanan, Kanagarathinam
Copyright Year	2010
Abstract	A group of novel 2-aryl imidazole derivatives were synthesized and characterized by NMR spectra, X-ray, mass and CHN analysis. An excited state intramolecular proton transfer (ESIPT) process in hydroxy imidazoles (dmip and dmtip) have been studied using emission spectroscopy and it was detected that the two distinct ground state rotamers of I and II are responsible for the normal and the tautomer emission respectively. In hydrocarbon solvent, the tautomer emission predominates over the normal emission for both dmip and dmtip. This reveal that rotamer II is responsible for the tautomer emission and it is stabler than rotamer I which causes the normal emission. In alcoholic solvent like ethanol, a dramatic enhancement of normal emission is observed which was due to increased solvation, the more polar rotamer I become stabler than rotamer II. In dioxane—water mixtures it is observed that the addition of water inhibits the ESIPT process due to the formation of the intermolecular hydrogen bonding involving water. DFT calculations on energy, dipole moment, charge distribution of the rotamers in the ground and excited states of the imidazole derivatives were performed and discussed. PES calculation indicates that the energy barrier for the interconversion of two rotamers is too high in the excited state than the ground state.
Starting Page	595
Ending Page	606
Page Count	12
File Format	PDF
ISSN	10530509
Journal	Journal of Fluorescence
Volume Number	21
Issue Number	2
e-ISSN	15734994
Language	English
Publisher	Springer US
Publisher Date	2010-11-03
Publisher Place	Boston
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	NMR X-ray ESIPT PES CIS Biotechnology Biophysics and Biological Physics Biomedicine general Biochemistry Analytical Chemistry
Content Type	Text
Resource Type	Article
Subject	Sociology and Political Science Spectroscopy Law Biochemistry Clinical Biochemistry Clinical Psychology

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