title: Highly chromic, proton-responsive phenyl pyrimidones.
abstract: Aryl pyrimidones are pharmacologically relevant compounds whose optical properties have only been partially explored. We report the synthesis and optical characterization of a series of aryl- and diaryl-2(1H)-pyrimidones. The electronic transitions of these chromophores are modulated by the extent of conjugation between the pendant phenyl ring and the pyrimidone core as well as the presence of electron-donating auxochromes. Monoprotonation of the pyrimidone ring results in large hyperchromic and bathochromic shifts as well as switching of fluorescence making these phenyl pyrimidones of interest as sensory materials.
authors.affiliation: Department of Chemistry, University of Miami, 1301 Memorial Drive, Coral Gables, Florida 33124, USA.
authors.forename: Jyothi
authors.initials: J
authors.lastname: Dhuguru
authors.forename: Chirag
authors.initials: C
authors.lastname: Gheewala
authors.forename: N S Saleesh
authors.initials: NS
authors.lastname: Kumar
authors.forename: James N
authors.initials: JN
authors.lastname: Wilson
mesh_terms: D003116:Color; D007536:Isomerism; D008958:Models, Molecular; D008968:Molecular Conformation; D011522:Protons; D011744:Pyrimidinones / Q000737:chemistry*
chemical_list: D011522:Protons; D011744:Pyrimidinones