Planar Chiral Organoboranes with Thermoresponsive Emission and Circularly Polarized Luminescence: Integration of Pillar[5]arenes with Boron Chemistry
Loading...
Authors
Chen, Pangkuan
Chen, Jin-Fa
Yin, Xiaodong
Wang, Bowen
Zhang, Kai
Meng, Guoyun
Zhang, Songhe
Shi, Yafei
Wang, Nan
Wang, Suning
Date
2020-03-27
Type
journal article
Language
en
Keyword
Pillar[5]arene , Organoborane , Circularly Polarized Luminescence , Planar Chirality , Thermochromic Emission
Alternative Title
Abstract
Enantiopure molecules based on macrocyclic architecture are unique for applications in enantioselective host‐guest recognition, chiral sensing and asymmetric catalysis. Taking advantage of chiral transfer from the intrinsically planar chirality of pillar[5]arenes, we herein present an efficient and straightforward approach to achieve early examples of highly luminescent chiral systems ( P5NN and P5BN ). The optical resolution of their enantiomers has been carried out via preparative chiral HPLC, which was ascribed to the molecular functionalization of pillar[5]arenes with π‐conjugated, sterically bulky triarylamine (Ar 3 N) as an electron donor and triarylborane (Ar 3 B) an acceptor. This crucial design enabled investigations of the chiroptical properties, including circular dichroism (CD) and circularly polarized luminescence (CPL) in the solid state. Furthermore, the intramolecular charge transfer (ICT) nature in P5BN afforded an interesting thermochromic shift of the emission over a wide range of temperature.
Description
This is the peer reviewed version of the following article: Chen, P., Chen, J., Yin, X., Wang, B., Zhang, K., Meng, G., Zhang, S., Shi, Y., Wang, N. and Wang, S. (2020), Planar Chiral Organoboranes with Thermoresponsive Emission and Circularly Polarized Luminescence: Integration of Pillar[5]arenes with Boron Chemistry. Angew. Chem. Int. Ed.. Accepted Author Manuscript. doi:10.1002/anie.202001, which has been published in final form at https://doi.org/10.1002/anie.202001145
. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
Citation
Chen, P., Chen, J., Yin, X., Wang, B., Zhang, K., Meng, G., Zhang, S., Shi, Y., Wang, N. and Wang, S. (2020), Planar Chiral Organoboranes with Thermoresponsive Emission and Circularly Polarized Luminescence: Integration of Pillar[5]arenes with Boron Chemistry. Angew. Chem. Int. Ed.. Accepted Author Manuscript. doi:10.1002/anie.202001145
Publisher
Wiley