Journal of the American Chemical Society p. 6889 - 6893 (1981)
Update date:2022-08-02
Topics:
Grellmann, Karl-Heinz
Kuehnle, Wolfgang
Weller, Horst
Wolff, Thomas
N-Methyldiphenylamine, A, is in oxygen-free solution converted by light into N-methylcarbazole, C, and N-methyltetrahydrocarbazole, THC, via a disproportionation reaction.The precursor of C and THC is an unstable 4a,4b-dihydrocarbazole, DHC.Its decay was studied by means of flash and steady state illumination experiments at different temperatures.The primary photoproduct of the A derivative N-methyl-2,4,6-trimethyldiphenylamine, TMA, is a 4a-methyl-4b-hydrocarbazole, MDHC.Like DHC it is unstable but rearranges into stable methylhydrocarbazoles, MDHC'.It does not disproportionate like DHC.The photoproducts formed from A, deuterated A, and TMA were analyzed by means of NMR and mass spectrometry.
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Doi:10.1016/S0022-328X(00)81019-0
(1981)Doi:10.1002/mrc.1270200210
(1982)Doi:10.1021/jo049062o
(2004)Doi:10.1039/b600970k
(2006)Doi:10.1016/S0022-328X(03)00633-8
(2003)Doi:10.1016/S0040-4039(01)81835-9
(1981)