title: Synthesis and properties of thiophene-fused benzocarborane.
abstract: The o-carborane-based π-conjugated compound, benzocarborano- [2,1-b:3,4-b']dithiophene was synthesized. Its crystal structure revealed high coplanarity for the two thiophene rings of the 2,2'-bithiophene skeleton, which is fixed in the cisoid structure by the o-carborane unit. Theoretical calculations indicated non-aromaticity for its center C(6)  ring moiety as well as decreased HOMO and LUMO levels. The o-carborane moiety provides an electron-withdrawing character to the 2,2'-bithiophene unit through an inductive effect.
authors.affiliation: Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510, Japan. ymo@chujo.synchem.kyoto-u.ac.jp
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Morisaki
authors.forename: Masato
authors.initials: M
authors.lastname: Tominaga
authors.forename: Yoshiki
authors.initials: Y
authors.lastname: Chujo
mesh_terms: D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D011789:Quantum Theory; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D001896:Boron Compounds; D013876:Thiophenes