title: Synthesis and Characterization of Functionalized [12]Cycloparaphenylenes Containing Four Alternating Biphenyl and Naphthyl Units.
abstract: Functionalized [12]cycloparaphenylenes ([12]CPPs) containing four alternating biphenyl and naphthyl units were synthesized. A macrocyclic furan-containing CPP precursor was used for the Diels-Alder reaction with the parent benzyne or 3,6-dimethoxybenzyne to form the corresponding macrocyclic carbon frameworks. The subsequent reductive deoxygenation of the Diels-Alder adducts with Fe2(CO)9followed by oxidative aromatization with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone produced the functionalized [12]CPPs. The effect of macrocyclic ring size on the reaction rate of oxidative aromatization was investigated.
authors.affiliation: C. Eugene Bennett Department of Chemistry, West Virginia University , Morgantown, West Virginia 26506-6045, United States.
authors.forename: Behzad
authors.initials: B
authors.lastname: Farajidizaji
authors.affiliation: C. Eugene Bennett Department of Chemistry, West Virginia University , Morgantown, West Virginia 26506-6045, United States.
authors.forename: Changfeng
authors.initials: C
authors.lastname: Huang
authors.affiliation: C. Eugene Bennett Department of Chemistry, West Virginia University , Morgantown, West Virginia 26506-6045, United States.
authors.forename: Haresh
authors.initials: H
authors.lastname: Thakellapalli
authors.affiliation: C. Eugene Bennett Department of Chemistry, West Virginia University , Morgantown, West Virginia 26506-6045, United States.
authors.forename: Shuangjiang
authors.initials: S
authors.lastname: Li
authors.affiliation: C. Eugene Bennett Department of Chemistry, West Virginia University , Morgantown, West Virginia 26506-6045, United States.
authors.forename: Novruz G
authors.initials: NG
authors.lastname: Akhmedov
authors.affiliation: C. Eugene Bennett Department of Chemistry, West Virginia University , Morgantown, West Virginia 26506-6045, United States.
authors.forename: Brian V
authors.identifier: 0000-0001-6367-1168
authors.initials: BV
authors.lastname: Popp
authors.affiliation: C. Eugene Bennett Department of Chemistry, West Virginia University , Morgantown, West Virginia 26506-6045, United States.
authors.forename: Jeffrey L
authors.initials: JL
authors.lastname: Petersen
authors.affiliation: C. Eugene Bennett Department of Chemistry, West Virginia University , Morgantown, West Virginia 26506-6045, United States.
authors.forename: Kung K
authors.identifier: 0000-0001-7039-2984
authors.initials: KK
authors.lastname: Wang