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A Triptycene‐Based Enantiopure Bis(Diazadibenzoanthracene) by a Chirality‐Assisted Synthesis Approach
Author(s) -
Wang Xubin,
Kohl Bernd,
Rominger Frank,
Elbert Sven M.,
Mastalerz Michael
Publication year - 2020
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.202002781
Subject(s) - enantiopure drug , triptycene , chirality (physics) , chemistry , materials science , nanotechnology , organic chemistry , enantioselective synthesis , physics , catalysis , particle physics , quark , nambu–jona lasinio model , chiral symmetry breaking
By applying a chirality‐assisted synthesis (CAS) approach enantiopure diaminodibromotriptycenes were converted to rigid chiral helical diazadibenzoanthracenes, which show besides pronounced Cotton effects in circular dichroism spectra higher photoluminescence quantum yields as comparable carbacyclic analogues. For the enantiopure building blocks, a protocol was developed allowing the large scale synthesis without the necessity of separation via HPLC.