Oxindole-Terminated Quinoidal Compounds with Ultrahigh Electron Affinity: Synthesis and Applications
Six quinoidal compounds terminated by oxindole have been synthesized via selective nucleophilic addition, dehydroxylation, and oxidation. Through the modification of the quinoidal core and terminal benzene rings with fluoride atoms or cyano groups, the LUMO energy levels of the quinoidal compounds can be tuned within the range -4.05 to -4.54 eV. The quinoidal molecules exhibited electron transport behavior and can be used as dopants to dope an oligo(ethylene glycol)-substituted polythiophene.
Authors
- Yanhou Geng (ORCID: https://orcid.org/0000-0002-4997-3925)
- Chenhui Xu (ORCID: https://orcid.org/0000-0001-8393-8608)
- Tianzuo Wang (ORCID: https://orcid.org/0000-0001-9374-6167)
- Kai Guo (ORCID: https://orcid.org/0000-0003-4604-7245)
- Yunfeng Deng (ORCID: https://orcid.org/0000-0003-0479-2976)
- Jingjing Shi (ORCID: https://orcid.org/0000-0001-5254-7938)
- Yibo Shi (ORCID: https://orcid.org/0000-0002-7740-8229)
Institutions
- Shandong University of Technology (CN)
- Tianjin University (CN)
- Nantong University (CN)
- Collaborative Innovation Center of Chemical Science and Engineering Tianjin (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-04-14
- DOI
- https://doi.org/10.1021/acs.orglett.5c01060
- Primary Topic
- Porphyrin and Phthalocyanine Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00