Systematic Studies on Structural Parameters for Nanotubular Assembly of Hexa-peri-hexabenzocoronenes
Citations Over TimeTop 10% of 2008 papers
Abstract
Thirteen different hexa-peri-hexabenzocoronenes (HBCs) I-III were newly synthesized, and their self-assembling behaviors were investigated. Taking into account also the reported behaviors of amphiphilic HBCs, some structural parameters of HBC essential for the tubular assembly were revealed. Points to highlight include (1) the importance of two phenyl groups attached to one side of the HBC unit, (2) essential roles of long paraffinic side chains on the other side of the phenyl groups, and (3) no necessity of hydrophilic oligo(ethylene glycol) side chains. The hierarchical nanotubular structure, rendered by virtue of a synchrotron radiation technique, was virtually identical to our previous proposal, where the nanotubes are composed of helically coiled bilayer tapes with a tilting angle of approximately 45 degrees. Each tape consists of pi-stacked HBC units, where the inner and outer HBC layers are connected by interdigitation of paraffinic side chains. The coiled structure is most likely caused by a steric congestion of the phenyl groups attached to the HBC unit, whose tilting direction may determine the handedness of the helically chiral nanotube.
Related Papers
- → Molecular structure of tetra-tert-butyltetrahedrane, bitetrahedryl, and hexa-tert-butylbitetrahedryl: experiment and theory (MM3)(1993)7 cited
- Synthesis of Hexa(p-tert-butyl)hexa(carboxylic acid)calix[6]arene from Hexa(p-tert-butyl)hexa(ethyl ester)calix[6]arene(2016)
- → Computations of hexa-nitrated and hexa-anilinated fullerenes(2001)3 cited
- → ChemInform Abstract: Complexes of Organoaluminium Compounds. Part l0. Crystal and Molecular Structures of the Cage Compounds Bis‐μ‐methylamido‐hexa‐μ3 ‐methylimido‐bis(dimethylaluminium)‐hexakis(methylaluminium) and Bis‐μ‐methylamido‐hexa‐μ3‐methylimido‐bis(dimethylgallium)‐hexakis(methylgallium).(1979)
- → CCDC 846266: Experimental Crystal Structure Determination(2012)