Journal of the Chemical Society. Perkin transactions II p. 79 - 84 (1986)
Update date:2022-08-11
Topics:
Chatterjee, Kakaki
Laha, Santanu
Chakravorti, Sankar
Ganguly, Tapan
Banerjee, Sukhendu B.
Fluorescence emission of 1-amino-5,6,7,8-tetrahydronaphthalene is quenched by pyridine at 300 and 77 K and the mechanism involves ?-electron delocalization via a hydrogen bond.The probable effect of conformational changes in the molecule also needs to be considered.In polar solvents ethanol and methanol which form hydrogen-bonding chains a significant role is played by resonance transfer from the aminotetrahydronaphthalene and its methyl derivative NN-dimethylaminotetrahydronaphthalene to pyridine in quenching the fluorescence emission of the molecules.Triethylamine quenches fluorescence of aminotetrahydronaphthalene at 300 K but not at 77 K.Possible deactivation process may involve ion-pair formation.Reaction schemes for quenching by pyridine and triethylamine are described.From the non-exponential nature of phosphorescence decay at 77 K formation of hydrogen bond complex between aminotetrahydronaphthalene in the triplet state and the quenchers is inferred.
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