Literature DB >> 31860317

π-Extended C2-Symmetric Double NBN-Heterohelicenes with Exceptional Luminescent Properties.

Zuobang Sun1, Chen Yi2, Qifeng Liang3, Chiranjeevi Bingi1, Wenqing Zhu2, Peirong Qiang1, Dongqing Wu1, Fan Zhang1.   

Abstract

Two novel B,N-embedded double heterohelicenes, Ph-NBNDH and Naph-NBNDH, with intensively twisted quasi-C2 symmetrical structures are synthesized for the first time via a highly regioselective intramolecular Scholl reaction. The π-extended skeletons render them with exceptional physical properties, such as the highest fluorescence quantum yields up to 0.83 among multiple helicenes. Moreover, the isolated (M,M)- and (P,P)-enantiomers of Naph-NBNDH deliver intense circularly polarized luminescence. As the emitting layer, Ph-NBNDH exhibits strong electroluminescence at high working voltage.

Entities:  

Year:  2019        PMID: 31860317     DOI: 10.1021/acs.orglett.9b04167

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Enhanced N-directed electrophilic C-H borylation generates BN-[5]- and [6]helicenes with improved photophysical properties.

Authors:  Kang Yuan; Daniel Volland; Sven Kirschner; Marina Uzelac; Gary S Nichol; Agnieszka Nowak-Król; Michael J Ingleson
Journal:  Chem Sci       Date:  2022-01-04       Impact factor: 9.825

2.  Bright Luminescence by Combining Chiral [2.2]Paracyclophane with a Boron-Nitrogen-Doped Polyaromatic Hydrocarbon Building Block.

Authors:  Mario R Rapp; Wolfgang Leis; Francesco Zinna; Lorenzo Di Bari; Tamara Arnold; Bernd Speiser; Michael Seitz; Holger F Bettinger
Journal:  Chemistry       Date:  2022-01-20       Impact factor: 5.020

3.  Heteroatom Cycloaddition at the (BN)2 Bay Region of Dibenzoperylene.

Authors:  Michael Fingerle; Juliane Dingerkus; Hartmut Schubert; Kai M Wurst; Marcus Scheele; Holger F Bettinger
Journal:  Angew Chem Int Ed Engl       Date:  2021-06-11       Impact factor: 16.823

  3 in total

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