title: The Precise Synthesis of Phenylene-Extended Cyclic Hexa-peri-hexabenzocoronenes from Polyarylated [n]Cycloparaphenylenes by the Scholl Reaction.
abstract: The longitudinal extension of cycloparaphenylenes (CPP) towards ultrashort carbon nanotubes (CNTs) is essential for the solution based bottom-up synthesis of CNTs. Herein, the longitudinal extension of the CPP skeleton by the introduction of hexaphenylbenzene units towards polyarylated [n]CPPs is described. Further, the applicability of the Scholl reaction to selectively form graphenic sidewalls is demonstrated. The ring size and substitution patterns of the polyarylated [n]CPPs were varied to overcome strain-induced side reactions during the oxidative cyclodehydrogenation and cyclic para-hexa-peri-hexabenzocoronene trimers ([3]CHBCs) were selectively obtained. This concept is envisioned as an access to ultrashort carbon nanotubes subject to the condition that further benzene rings with the right connectivity will be inserted.
authors.affiliation: Max Planck Institute for Polymer Research, Ackermannweg 10, 55128 Mainz (Germany).
authors.forename: Martin
authors.initials: M
authors.lastname: Quernheim
authors.affiliation: Max Planck Institute for Polymer Research, Ackermannweg 10, 55128 Mainz (Germany).|Graduate School Materials Science in Mainz, Staudinger Weg 9, 55128 Mainz (Germany).
authors.forename: Florian E
authors.initials: FE
authors.lastname: Golling
authors.affiliation: Max Planck Institute for Polymer Research, Ackermannweg 10, 55128 Mainz (Germany).
authors.forename: Wen
authors.initials: W
authors.lastname: Zhang
authors.affiliation: Max Planck Institute for Polymer Research, Ackermannweg 10, 55128 Mainz (Germany).
authors.forename: Manfred
authors.initials: M
authors.lastname: Wagner
authors.affiliation: Max Planck Institute for Polymer Research, Ackermannweg 10, 55128 Mainz (Germany).
authors.forename: Hans-Joachim
authors.initials: HJ
authors.lastname: Räder
authors.affiliation: Max Planck Institute for Polymer Research, Ackermannweg 10, 55128 Mainz (Germany). tomohiko.nishiuchi@gmail.com.|Current address: Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka 560-0043 (Japan). tomohiko.nishiuchi@gmail.com.
authors.forename: Tomohiko
authors.initials: T
authors.lastname: Nishiuchi
authors.affiliation: Max Planck Institute for Polymer Research, Ackermannweg 10, 55128 Mainz (Germany). muellen@mpip-mainz.mpg.de.
authors.forename: Klaus
authors.initials: K
authors.lastname: Müllen
keywords: Scholl reaction; carbon nanotubes; cycloparaphenylene; macrocycles; polycyclic aromatic hydrocarbons