Abstract

The quenching of twisted-intramolecular charge transfer (TICT) fluorescence of selected biaryls by methoxybenzenes, methylbenzenes and N,N-dimethylaniline was studied and shown to be of dynamic origin by comparison of fluorescence intensity and lifetime measurements. The results demonstrate that fluorescence quenching by formation of a two-centre, three-electron σ bond is not important here. The correlation between the ionization potentials of the quenchers and the quenching rate constant can be best described by a direct intermolecular electron transfer between the quencher and the TICT compound. The quenching rate constant is somewhat dependent on the structure of the acceptor group of the TICT compound with N-(9-anthryl)carbazole and N-(4-cyanophenyl)carbazole exhibiting a larger reactivity than N-(1-naphthyl)carbazole. The use of TICT compounds as photocatalysts is discussed.

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