Organic photochemistry. 50. Photoinduced skeletal rearrangement of alkylindenes

Abstract

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,

Fluorescence and REMPI Spectroscopy of Jet-Cooled Isolated 2-Phenylindene in the S1 State

“…Furthermore, we feel reluctant to link the uniform energy dependence of the fluorescence lifetimes depicted in Figure to the potential barrier of a so-called phototransposition reaction. Phototransposition reactions were observed in solution with different mono-, di-, and trisubstituted indenes and were interpreted mechanistically in two different ways. − Both explanations comprise pericyclic steps of different types, but lead through a common intermediate containing a three-membered ring. The hypothetical phototransposition reaction of 2-phenylindene would lead to 1-phenylindene and 3-phenylindene.…”

“…Phototransposition reactions were observed in solution with different mono-, di-, and trisubstituted indenes and were interpreted mechanistically in two different ways. [92][93][94][95][96] Both explanations comprise pericyclic steps of different types, but lead through a common intermediate containing a threemembered ring. The hypothetical phototransposition reaction of 2-phenylindene would lead to 1-phenylindene and 3-phenylindene.…”