704-53-0Relevant academic research and scientific papers
Irradiation of 1,3-Dienes in the Presence of Anilines
Culp, Sandra J.,Bednar, William M.,Pienta, Norbert J.
, p. 3953 - 3955 (1985)
Acetonitrile solutions of 1,3-cyclohexadiene or 2,5-dimethyl-2,4-hexadiene and aniline, its N-methylated derivatives, Et2NH, or Et3N were irradiated at 350 nm.Adducts (3-anilinoalkenes) were observed in the presence of the primary or secondary anilines but not with the tertiary aniline or the alkylamines.The products are interpreted as arising via an electron-transfer intermediate within the singlet manifold.The cyclic diene gives competitive and dimerization apparently via the triplet.A third diene cyclooctadiene gave no observable chemistry in appreciable amounts.
Fluorescence Quenching and Photoreactions of 2,3-Diazabicyclooct-2-enes. A Case of Charge Transfer and Hydrogen Atom Transfer
Engel, Paul S.,Kitamura, Akihide,Keys, Dalen E.
, p. 5015 - 5021 (2007/10/02)
A variety of organic compounds have been found to quench the long-lived fluorescence of 2,3-diazabicyclooct-2-ene (DBO), but photochemical reactions take place only with good hydrogen atom donors and tetrahalomethanes.A hydrogen isotope effect on kq 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 are rationalized in terms of the usual encounter complex and ion pair except that the former can undergo hydrogen transfer or react with 1,3-cyclohexadiene.A second case of photochemically induced electron transfer fragmentation was found in the reaction of 1-phenyl-DBO with bromotrichloromethane.
