title: Synthesis and dimerization of chloro[10]cycloparaphenylene: a directly connected cycloparaphenylene dimer.
abstract: The first synthesis and dimerization of monochlorinated [10]cycloparaphenylene (chloro[10]CPP) are described. By assembling a chlorinated 1,4-diborylbenzene unit with brominated and borylated cis-1,4-diphenylcyclohexane units by Suzuki-Miyaura coupling, a triangle-shaped chloro-containing macrocycle was synthesized. The acid-mediated "cyclohexane-to-benzene" aromatization afforded chloro[10]CPP without losing the chloro group. By the action of Ni(0) complex, chloro[10]CPP was converted to a directly connected [10]CPP dimer, which would be an ideal precursor for the "carbon nanobelt".
authors.affiliation: Graduate School of Science, ‡JST ERATO, Itami Molecular Nanocarbon Project, and §Institute of Transformative Bio-Molecules (WPI-ITbM) Nagoya University , Chikusa, Nagoya 464-8602, Japan.
authors.forename: Yuuki
authors.initials: Y
authors.lastname: Ishii
authors.forename: Sanae
authors.initials: S
authors.lastname: Matsuura
authors.forename: Yasutomo
authors.initials: Y
authors.lastname: Segawa
authors.forename: Kenichiro
authors.initials: K
authors.lastname: Itami
mesh_terms: D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D019281:Dimerization; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010655:Phenylenediamines / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001555:Benzene Derivatives; D006843:Hydrocarbons, Chlorinated; D010655:Phenylenediamines