title: Synthesis of benzotrifuran and benzotripyrrole derivatives and molecular orientations on the surface and in the solid state.
abstract: We developed a concise synthetic method for benzotrifurans and benzotripyrroles from 1,3,5-triethynyl-2,4,6-trifluorobenzenes by one-pot reactions in good to excellent yield. By investigating 2-D and 3-D structures of a variety of benzotrifuran and benzotripyrrole derivatives using scanning tunneling microscopy (STM) and single-crystal X-ray diffraction techniques, we found both similarities and dissimilarities. We also found that diverse molecular 3-D orientations were derived in their single crystals according to substituents on the molecules and that the emission properties in the solid state are dependent on their packing manners.
authors.affiliation: Department of Chemistry, The University of Tokyo, 7-3-1, Hongo, Bunkyo-ku, Tokyo 113-0033 (Japan), Fax: (+81) 3-5800-6889; JST-PRESTO, 4-1-8, Honcho, Kawaguchi, Saitama 332-0012 (Japan). tsuji@chem.s.u-tokyo.ac.jp.
authors.forename: Hayato
authors.initials: H
authors.lastname: Tsuji
authors.forename: Guillaume
authors.initials: G
authors.lastname: Cantagrel
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Ueda
authors.forename: Ting
authors.initials: T
authors.lastname: Chen
authors.forename: Li-Jun
authors.initials: LJ
authors.lastname: Wan
authors.forename: Eiichi
authors.initials: E
authors.lastname: Nakamura
keywords: X-ray diffraction; cyclization; heterocycles; scanning tunnel microscopy; solid-state structures