Premium
A Phenylene‐Bridged Cyclohexa‐ meta ‐phenylene as Hexa‐ peri ‐hexabenzocoronene Precursor
Author(s) -
Dumslaff Bastian,
Wagner Manfred,
Schollmeyer Dieter,
Narita Akimitsu,
Müllen Klaus
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201801949
Subject(s) - phenylene , intramolecular force , hexa , derivative (finance) , chemistry , crystallography , crystal structure , polymer chemistry , stereochemistry , organic chemistry , financial economics , economics , polymer
A phenylene‐bridged cyclohexa‐ meta ‐phenylene was synthesized via intramolecular Yamamoto coupling of an appropriate p ‐quinquephenyl derivative carrying four m ‐chlorophenyl substituents. The structural proof could be obtained by single‐crystal X‐ray diffraction analysis, which also revealed a slightly strained structure with an internal phenylene bridge. Notably, this cyclo‐ meta ‐phenylene served as a novel precursor for hexa‐ peri ‐hexabenzocoronene (HBC). The cyclodehydrogenation proceeded smoothly, providing the corresponding HBC derivative as confirmed by MALDI‐TOF‐MS, and UV/Vis spectroscopy.