Low-temperature photolysis of azidostyrylquinolines

Abstract

Low-temperature photolysis of 2-and 4-(4′-azidostyryl)quinolines and azidohemicyanine dye, 1-methyl-4-(4′-azidostyryl)quinolinium iodide, was studied in an ether-ethanol matrix at 77 K and a methyltetrahydrofuran matrix at 5 K by means of electronic absorption spectroscopy and ESR technique. The formation of corresponding triplet nitrenes with absorption bands at 380–440 nm and zero-field splitting parameters of |D/hcl = 0.781–0.790 cm−1 and E = 0 was detected. It was found that the introduction of the positive charge into the azidostyrylquinoline molecule resulted in a bathochromic shift of the nitrene absorption band by ∼40 nm and a decrease in the D by 0.005 cm−1 due to charge transfer from the nitrene center to the quinoline moiety.