FORMATION AND BEHAVIOR OF 1-ARYLPROPENE-AMINE EXCIPLEXES

The photochemical reactions of several 1-arylpropenes with diethylamin e and trimethylamine in hexane and acetonitrile solution have been inv estigated. The amines quench the fluorescence of the singlet 1-arylpro penes with rate constants which are dependent upon the aryl substituen t. The formation of fluorescent exciplex intermediates is observed for some of the 1-arylpropenes with triethylamine. Preparative irradiatio n results in the formation of 1-arylpropene-amine adducts as well as 1 -arylpropene isomerization, reduction, and dimerization. In the case o f 1-phenyl-propene a single adduct is formed with either diethylamine or triethylamine. Mixtures of regioisomeric adducts are formed in the reactions of some of the 1-arylpropenes. The effects of aryl substitue nts upon exciplex formation and photochemical behavior are discussed.