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Photochemical generation of 9‐Fluorenyl radicals
Author(s) -
Duffy Ian R.,
Leigh William J.,
Afifi Hanan,
Ebead Abdelaziz,
Fournier René,
LeeRuff Edward
Publication year - 2019
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3920
Subject(s) - chemistry , antiaromaticity , radical , photochemistry , flash photolysis , density functional theory , polar , irradiation , photochromism , computational chemistry , molecule , organic chemistry , aromaticity , reaction rate constant , kinetics , physics , quantum mechanics , astronomy , nuclear physics
A series of 9 H ‐fluorenols and 9 H , 9′H‐bifluorenyls were irradiated in less polar solvents giving photoproducts derived from their corresponding 9 H ‐fluorenyl radicals. These transient species were directly observed by laser flash photolysis and their UV/visible spectra compared with those of their corresponding cations. Theoretical calculations (density functional theory [DFT]) of these intermediates indicate their destabilizing nature in similar fashion to the antiaromatic character of the corresponding cations.