Mechanistic studies of photocyclizations of vicinal allylnaphthols: the duality of excited-state proton-transfer complexes

YL Chow, XM Zhou, TJ Gaitan…

Index: Chow, Yuan L.; Zhou, Xue-Min; Gaitan, Tanis J.; Wu, Zheng-Zhi Journal of the American Chemical Society, 1989 , vol. 111, # 11 p. 3813 - 3818

Full Text: HTML

Citation Number: 22

Abstract

Abstract: Photoexcitations of 2-allyl-1-naphthol and 1-allyl-2-naphthol caused cyclization, forming dihydrofuranyl and pyranyl ethers and the secondary photodehydrogenation of the dihydrofuranyl ethers. The quenching experiments of the product formations as well as fluorescence intensities of allylnaphthols by methanol, triethylamine, N- nitrosodimethylamine, and 1, 3-dienes confirmed that the cyclization occurred from the ...