Protonation, deprotonation, and protonation: conjugated photochemical reactions of ferrocenylazophenol.
4-Ferrocenylazophenol (FAP) and 8-(4-ferrocenylazophenoxy)octanyl-1-bromide (FAOB) have been synthesized and their protonation and photochemical behavior have been investigated. FAP showed reversible protonation and deprotonation behavior in the presence of trifluoroacetic acid and potassium tert-butylate, respectively. FAP and FAOB exhibit high photoreactivity, which was induced through excitation of not only the pi-pi* band by UV light but also the d-pi* band by green light. The photoreaction of FAP and FAOB in ethanol or acetonitrile with a trace amount of water afforded phenylhydrazonocyclopentadiene (PHP) derivatives, indicating that hydrolysis of the photoexcited species occurs.
Men
Yi
Y
Department of Chemistry, School of Science, University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Korupoju
Srinivas R
SR
Kurihara
Masato
M
Mizutani
Jun
J
Nishihara
Hiroshi
H