Heteroatom-doped helicenes have attracted great research interest due to their inherent chirality enabling fascinating new applications. Herein we present our successful synthesis of 19c-boratribenzogh,jk,mn6helicene, the hitherto longest and first configurationally stable pristine boranhelicene. It displays intense orange fluorescence and circularly polarized light (CPL) emission with a high quantum yield of up to 84%. X-ray single crystal analysis reveals a highly twisted, helical shape and intriguing intermolecular stacking. Complexation with a size-complemental aza4helicene yielded an unprecedented hetero-chiral π–π-stacked helicene dimer.
%0 Journal Article
%1 D3SC05171D
%A Schnitzlein, Matthias
%A Shoyama, Kazutaka
%A Würthner, Frank
%D 2024
%I The Royal Society of Chemistry
%J Chem. Sci.
%K myown
%N 8
%P 2984-2989
%R 10.1039/D3SC05171D
%T A highly fluorescent bora6helicene exhibiting circularly polarized light emission
%U http://dx.doi.org/10.1039/D3SC05171D
%V 15
%X Heteroatom-doped helicenes have attracted great research interest due to their inherent chirality enabling fascinating new applications. Herein we present our successful synthesis of 19c-boratribenzogh,jk,mn6helicene, the hitherto longest and first configurationally stable pristine boranhelicene. It displays intense orange fluorescence and circularly polarized light (CPL) emission with a high quantum yield of up to 84%. X-ray single crystal analysis reveals a highly twisted, helical shape and intriguing intermolecular stacking. Complexation with a size-complemental aza4helicene yielded an unprecedented hetero-chiral π–π-stacked helicene dimer.
@article{D3SC05171D,
abstract = {Heteroatom-doped helicenes have attracted great research interest due to their inherent chirality enabling fascinating new applications. Herein we present our successful synthesis of 19c-boratribenzo[gh{,}jk{,}mn][6]helicene{,} the hitherto longest and first configurationally stable pristine bora[n]helicene. It displays intense orange fluorescence and circularly polarized light (CPL) emission with a high quantum yield of up to 84%. X-ray single crystal analysis reveals a highly twisted{,} helical shape and intriguing intermolecular stacking. Complexation with a size-complemental aza[4]helicene yielded an unprecedented hetero-chiral π–π-stacked helicene dimer.},
added-at = {2024-02-23T11:04:37.000+0100},
author = {Schnitzlein, Matthias and Shoyama, Kazutaka and Würthner, Frank},
biburl = {https://www.bibsonomy.org/bibtex/2647bf3570af0bc0896938bffebe9d40d/wuerthner_group},
doi = {10.1039/D3SC05171D},
interhash = {df2282c7d03092ed99966b99da21b068},
intrahash = {647bf3570af0bc0896938bffebe9d40d},
journal = {Chem. Sci.},
keywords = {myown},
number = 8,
pages = {2984-2989},
publisher = {The Royal Society of Chemistry},
timestamp = {2024-02-23T11:04:37.000+0100},
title = {A highly fluorescent bora[6]helicene exhibiting circularly polarized light emission},
url = {http://dx.doi.org/10.1039/D3SC05171D},
volume = 15,
year = 2024
}