Concise Synthesis and Facile Nanotube Assembly of a Symmetrically Multifunctionalized Cycloparaphenylene
Yuta Miyauchi1, Kohei Johmoto2,3, Nobuhiro Yasuda4
1Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8550 (Japan) http://www.apc.titech.ac.jp/∼ktanaka/
Chemistry (Weinheim an Der Bergstrasse, Germany)
|November 17, 2015
Abstract:
The concise synthesis of C3-symmetrical [12]CPP-hexacarboxylate has been achieved through macrocyclization by the rhodium-catalyzed intermolecular cross-cyclotrimerization and subsequent reductive aromatization. C3-Symmetrical functionalization of CPP with highly polar alkoxycarbonyl groups enabled the structurally uniform nanotube assembly in the crystalline state through multiple hydrogen-bonding interactions giving a dimer followed by one-dimensional stacking.


