CC BY-NC-ND 4.0 · Organic Materials 2020; 02(04): 336-341
DOI: 10.1055/s-0040-1721729
Focus Issue: Curved Organic π-Systems
Short Communication

Phenyl-Linked Anthracene-Based Macrocycles with Geometrically Tunable Optical Properties

a  Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China
,
a  Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China
,
a  Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China
,
a  Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China
› Author Affiliations
Funding Information This work was supported by Research Grants Council, University Grants Committee, Hong Kong (HKU 27301720). J. Liu is grateful for the funding support from Innovation and Technology Commission, Hong Kong to the SKL.


Abstract

Anthracene has been widely explored because of its intrinsic photophysical and photochemical properties. Here, two novel anthracene-based macrocycles (1 and 2) were designed and synthesized with para- and meta-phenylene spacers. X-ray crystallographic analysis demonstrates that compound 1 with para-phenylene spacers adopts a nearly planar structure, while compound 2 with meta-phenylene spacers displays a V-shaped geometry. The photophysical properties of the resultant macrocycles, which are structural isomers, are well studied using photoluminescence spectra and time-resolved absorption spectra, which are further corroborated by density functional theory calculations. The optical properties of these two novel macrocycles can be finely tuned via their geometries.

Supporting Information

Supporting Information for this article is available online at http://doi.org/10.1055/s-0040-1721729.


Supporting Information



Publication History

Received: 30 October 2020

Accepted: 11 November 2020

Publication Date:
22 December 2020 (online)

© 2020. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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