Fluorescence and photocycl1zation of N-naphthyl-substituted pyridinium cations

Autor: M. I. Knyazhanskii, V. M. Feingel'man, N. V. Kholodova, Ya. R. Tymyanskii
Rok vydání: 1984
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds. 20:1262-1266
ISSN: 1573-8353
0009-3122
DOI: 10.1007/bf00505719
Popis: The spectral-fluorescent and photochemical properties of 1-naphthyl-2,4-di- and 2,4,6-triphenylpyridinium perchlorates were investigated in solutions at 293 and 77 °K. The anomalously large Stokes shift of the fluorescence was due to the adiabatic change in the structure of the molecules as a result of rotations of the C- or N-aryl substituents. The observed phosphorescence arises as a result of intramolecular T-T transfer of energy to the N-naphthyl radical. 1-Naphthyl-2,4-diphenylpyridinium cations are capable of photocyclization with the formation of intensely fluorescent derivatives of benzo[b or c]pyrldo[1,2-f]phenanthridinium, isolated with high yields in preparative photolysis.
Databáze: OpenAIRE