title: Synthesis of thyminyl stilbazoles and their photo-reactivity.
abstract: Photo-reactions of molecules with two [2π + 2π]-cycloaddition sites in the solid state are reported. Four thyminyl stilbazoles having both a stilbazole olefin and a thyminyl olefin were synthesized using the Heck reaction of halo-pyridine substrates with vinylbenzyl thymine or methylated vinylbenzylthymine. Only one of them, methylated vinylbenzylthymine with 4-pyridine, was photoreactive and formed a head-to-tail stilbazole dimer. The crystal structures of thyminyl stilbazoles and the stilbazole dimer were used to investigate the structure-reactivity relationships.
authors.affiliation: School of Chemistry, Monash University, VIC 3800, Australia. kei.saito@monash.edu.
authors.forename: Priscilla
authors.initials: P
authors.lastname: Johnston
authors.forename: Yuki
authors.initials: Y
authors.lastname: Nishikami
authors.forename: Kei
authors.initials: K
authors.lastname: Saito
mesh_terms: D000475:Alkenes / Q000737:chemistry; D018360:Crystallography, X-Ray; D061565:Cycloaddition Reaction; D019281:Dimerization; D008968:Molecular Conformation; D011725:Pyridines / Q000737:chemistry; D011744:Pyrimidinones / Q000138:chemical synthesis / Q000737:chemistry*; D013941:Thymine / Q000737:chemistry*; D014466:Ultraviolet Rays
chemical_list: D000475:Alkenes; D011725:Pyridines; D011744:Pyrimidinones; C023666:pyridine; D013941:Thymine