Photolysis of5-Bromo-1, 3-dimethyluracil in Substituted. Benzenes

KOH-ICHI SEKI; KOHKI MATSUDA; YUKO BANDO; KAZUE OHKURA

doi:10.1248/cpb.36.4737

KOH-ICHI SEKI, KOHKI MATSUDA, YUKO BANDO, KAZUE OHKURA

Author information

Keywords: 5-aryl-1, 3-dimethyluracil, 6-aryl-1, 3-dimethyluracil, photolysis, 5-bromo-1, 3-dimethyluracil, benzene, acid-catalyzed aromatic photosubstitution, frontier orbital theory, LUMO-LUMO interaction, LUMO-controlled regioselectivity, electron transfer

JOURNAL FREE ACCESS

1988 Volume 36 Issue 12 Pages 4737-4748

DOI https://doi.org/10.1248/cpb.36.4737

Details

Abstract

Photolysis of5-bromo-1, 3-dimethyluracil (5-BDMU) in substituted benzenes afforded the corresponding 5-aryl derivatives together with the unexpected 6-isomers as an isomeric mixture. The 6-isomers were found to be derived from the protonated 5-BDMU, presumably via the interaction between LUMO_5-BDMU (in the excited triplet state) and LUMO_aryl (in the ground state).

Corresponding author

Register with J-STAGE for free!