Synlett 2016; 27(08): 1255-1261
DOI: 10.1055/s-0035-1561443
letter
© Georg Thieme Verlag Stuttgart · New York

A Polycyclic Aromatic Hydrocarbon Bearing an All-cis Tetrabenzo[5.5.5.5]fenestrane (Fenestrindane) Core Merged with Two Hexa-peri-hexabenzocoronene Units

Peng An
a   Department of Chemistry, The Center of Novel Functional Molecules and Institute of Molecular Functional Materials, The Chinese University of Hong Kong, Shatin, Hong Kong SAR   Email: hfchow@cuhk.edu.hk
,
Hak-Fun Chow*
a   Department of Chemistry, The Center of Novel Functional Molecules and Institute of Molecular Functional Materials, The Chinese University of Hong Kong, Shatin, Hong Kong SAR   Email: hfchow@cuhk.edu.hk
,
Dietmar Kuck*
b   Department of Chemistry and Center for Molecular Materials (CM2), Bielefeld University, 33615 Bielefeld, Germany   Email: dietmar.kuck@uni-bielefeld.de
› Author Affiliations
Further Information

Publication History

Received: 10 March 2016

Accepted after revision: 29 March 2016

Publication Date:
18 April 2016 (online)


Dedicated to Prof. T.-Y. Luh of National Taiwan University on the occasion of his 70th birthday

Abstract

The successful merging of two multiply tert-butylated hexa-peri-hexabenzocoronene (HBC) units with all-cis-tetrabenzo[5.5.5.5]-fenestrane (fenestrindane) at two opposite aromatic rings was described. Due to steric inhibition of the tert-butyl substituents near the merging region with the fenestrindane core, attempts to construct a highly warped but fully conjugated polycyclic aromatic hydrocarbon that contains two cycloheptatriene rings failed to materialize.

Supporting Information