A novel photochemical reaction of 2-alkoxynicotinates to cage-type photodimers.
Irradiation of a benzene solution of 2-alkoxynicotinic acid alkyl esters gave cage-type photodimers in good yields, the structure of which was established by X-ray single-crystal analysis. The maximum quantum yield was 8.0 x 10(-)(2) when a 5.0 M (almost neat) solution was used. Photolysis of phenyl 2-methoxynicotinate promoted photo-Fries rearrangement to give 1,3- and 1,5-rearranged products. Excimer emission of methyl 2-methoxynicotinate was observed at 77 K.
Sakamoto
Masami
M
Department of Materials Technology, Faculty of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan. saka@tc.chiba-u.ac.jp
Yagi
Tadao
T
Fujita
Shohei
S
Mino
Takashi
T
Karatsu
Takashi
T
Fujita
Tsutomu
T