38348-47-9Relevant academic research and scientific papers
Photochemical Reactions of Aromatic Compounds. XLII. Photosensitized Reactions of Some Selected Diarylcyclobutanes by Aromatic Nitriles and Chloranil. Implications of Charge-Transfer Contributions on Exciplex Reactivities
Pac, Chyongjin,Ohtsuki, Tomohito,Shiota, Yozo,Yanagida, Shozo,Sakurai, Hiroshi
, p. 1133 - 1140 (1986)
Photosensitized reactions of cis- and trans-1,2-diphenylcyclobutane and cis-transoid-cis-cyclobutadiindene by 1-cyanonaphthalene, 9,10-dicyanoanthracene, 1,4-dicyanonaphthalene, and chloranil, which mainly give the ring-splitting product (styrene or indene), have been investigated to explore steric and electronic requirements of the reactions associated with charge-transfer and excitation-resonance contributions of exciplex intermediates.The reaction efficies increase with an increase in the electron-accepting power of the sensitizers irrespective of the spin states.The formation of 1-phenyltetralin in the photosensitized reactions of the diphenylcyclobutanes occurs from the polar singlet exciplex with the dicyanoarenes but not at all from the less polar exciplex with 1-cyanonaphthalene nor from the triplet chloranil exciplex of high charge-transfer nature.Exciplex reactivities are discussed in terms of roles of charge-transfer contributions in exciplex decay channels as well as in terms of configurational and conformational effects on orbital interactions in the cyclobutanes.
