A Phenylene‐Bridged Cyclohexa‐ meta ‐phenylene as Hexa‐ peri ‐hexabenzocoronene Precursor | Zendy

Dumslaff Bastian | Zendy; Wagner Manfred | Zendy; Schollmeyer Dieter | Zendy; Narita Akimitsu | Zendy; Müllen Klaus | Zendy

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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.

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