Js. Stephan et Kh. Grellmann, PHOTOISOMERIZATION OF 2-(2'-HYDROXYPHENYL)BENZOXAZOLE - FORMATION ANDDECAY OF THE TRANS-KETO TAUTOMER IN DRY AND IN WATER-CONTAINING 3-METHYLPENTANE, Journal of physical chemistry, 99(25), 1995, pp. 10066-10068
2-(2'-Hydroxyphenyl)benzoxazole, like other o-hydroxyphenylbenzazoles,
forms after excited-state intramolecular proton transfer the trans-ke
to tautomer, K-1(tr). In dry, inert solvents this tautomer is relative
ly long-lived and decays in a bimolecular reaction by doubleproton tra
nsfer. Traces of water shorten the lifetime of K-1(tr) drastically due
to proton-catalyzed re-enolization. In former investigations, the for
mation of K-1(tr) has been overlooked by us. The quantum yield of tran
s-keto formation is temperature dependent and becomes negligibly small
below similar to 160 K.