Photolysis of 2-alkylindenes in aprotic media containing hydrochloric acid leads to the formation of 2-alkylideneindanes with concomitant quenching of the previously reported photo transposition reaction. Quantum efficiencies range from 0.02 to 0.1 and, as with the transposition reaction, are highest for those indenes having short singlet lifetimes. Though there is evidence that the reaction is derived from the singlet excited state, acid has no effect on fluorescence and therefore intervenes by protonating an intermediate formed from Sj. This
the several minor bands from the PLC plates amounted to more than 5% of the reaction product.Reaction of p-( 1,2-Dimethyl-l-nitropropyl)nitrobenzene (31) with the Salt 27. The nitro compound 31 (596 mg, 2.5 mmol) was allowed to react with the salt 27 (1.72 g, 5.0 mmol) in Me2SO (10 mL) at 50 °C for 30 min. The reaction mixture was acidified with hydroxylamine hydrochloride and then worked up in the usual manner.The 1H NMR spectrum of the crude reaction product revealed that there was one major component, whose NMR parameters strongly suggested the oxime ether 33: 0.74 (d, 3 H, MeCHMe,
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