From the journal:

Journal of Materials Chemistry C

Substituent tailoring anti-aromaticity and charge transport polarity of cyclopenta[hi]aceanthrylenes†

Wenjing Chen,ab   Fan Sun, ORCID logo acd   Junfeng Guo,ae   Fengxiang Qie,c   Xiaohui Jia,*b   Chunfeng Shi*c  and  Yonggang Zhen ORCID logo *a  

* Corresponding authors

a Advanced Innovation Center for Soft Matter Science and Engineering, State Key Laboratory of Organic–Inorganic Composites, Beijing University of Chemical Technology, Beijing, China
E-mail: zhenyg@buct.edu.cn

b National Demonstration Center for Experimental Life Sciences & Biotechnology Education, Beijing Normal University, Beijing, China
E-mail: xhjia@bnu.edu.cn

c State Key Laboratory of Catalytic Materials and Reaction Engineering, Research Institute of Petroleum Processing, SINOPEC, Beijing 100083, China
E-mail: shicf.ripp@sinopec.com

d State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China

e Wuhan National Laboratory for Optoelectronics, Huazhong University of Science and Technology, Wuhan 430074, China

Abstract

When the substituents of cyclopenta[hi]aceanthrylene change from trimethylsilyl to a cyano group, we observed reduced anti-aromaticity, decreased LUMO level from −2.49 to −3.59 eV, and inverted charge transport polarity from p type to n type, shedding light on the development of organic semiconductors based on cyclopenta-fused polycyclic aromatic hydrocarbons.

Graphical abstract: Substituent tailoring anti-aromaticity and charge transport polarity of cyclopenta[hi]aceanthrylenes

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Article information

DOI
https://doi.org/10.1039/D4TC03634D
Article type
Communication
Submitted
25 Aug 2024
Accepted
22 Oct 2024
First published
24 Oct 2024

J. Mater. Chem. C, 2024, Advance Article

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Substituent tailoring anti-aromaticity and charge transport polarity of cyclopenta[hi]aceanthrylenes

W. Chen, F. Sun, J. Guo, F. Qie, X. Jia, C. Shi and Y. Zhen, J. Mater. Chem. C, 2024, Advance Article , DOI: 10.1039/D4TC03634D

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