Fluorescence quenching and photoreactions of 2, 3-diazabicyclo [2.2. 2] oct-2-enes. A case of charge transfer and hydrogen atom transfer

PS Engel, A Kitamura, DE Keys

Index: Engel, Paul S.; Kitamura, Akihide; Keys, Dalen E. Journal of Organic Chemistry, 1987 , vol. 52, # 22 p. 5015 - 5021

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Citation Number: 28

Abstract

A variety of organic compounds have been found to quench the long-lived fluorescence of 2, 3-diazabicyclo-[2.2. 2] oct-2-ene (DBO), but photochemical reactions take place only with good hydrogen atom donors and tetrahalomethanes. A hydrogen isotope effect on k, of 1.7- 3.0 was observed with 1, 3-and 1, 4-cyclohexadiene. While both quenchers photoreduced DBO, the 1, 3-isomer also dimerized to a mixture characteristic of triplet diene. The results ...