10.1021/jacs.6b04092.s002
Xiao-Ye Wang
Xiao-Ye
Wang
Akimitsu Narita
Akimitsu
Narita
Wen Zhang
Wen
Zhang
Xinliang Feng
Xinliang
Feng
Klaus Müllen
Klaus
Müllen
Synthesis
of Stable Nanographenes with OBO-Doped Zigzag
Edges Based on Tandem Demethylation-Electrophilic Borylation
American Chemical Society
2016
Stable Nanographenes
peritetracene
zigzag edges
bistetracene analogues
tetrabenzo
2016-07-04 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Synthesis_of_Stable_Nanographenes_with_OBO-Doped_Zigzag_Edges_Based_on_Tandem_Demethylation-Electrophilic_Borylation/3485678
A tandem demethylation-aryl
borylation strategy was developed to
synthesize OBO-doped tetrabenzo[<i>a,f,j,o</i>]perylenes
(namely “bistetracenes”) and tetrabenzo[<i>bc,ef,kl,no</i>]coronenes (namely “peritetracenes”). The OBO-doped
bistetracene analogues exhibited excellent stability and strong fluorescence,
in contrast to the unstable all-carbon bistetracene. Single-crystal
X-ray analysis for OBO-doped bistetracene revealed a twisted double
[5]helicene structure, indicating that this synthesis is applicable
to new heterohelicenes. Importantly, cyclodehydrogenation of the bistetracene
analogues successfully produced the unprecedented heteroatom-doped
peritetracenes, which opened up a new avenue to periacene-type nanographenes
with stable zigzag edges.