Synthesis of Heterocyclic Core-Expanded Bis-Naphthalene Tetracarboxylic Diimides

Hewei Luo*, Dongdong He, Yong Zhang, Shiwen Wang, Haili Gao, Ji Yan, Yang Cao, Zhengxu Cai, Luxi Tan, Shide Wu, Lizhen Wang, Zitong Liu

*Corresponding author for this work

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Abstract

A highly reactive bis-naphthalene tetracarboxylic diimide (bis-NDI) intermediate, TBrDNDI, was designed and synthesized for core-expanded NDIs. Based on this intermediate, we achieved 9- and 11-membered core-expanded bis-NDI derivatives. Through expanding the NDI core and introducing electron-donor or electron-acceptor groups, the frontier energy orbitals, optical and electrical properties of these bis-NDIs can be finely tuned to obtain air-stable ambipolar or n-type materials.

Original languageEnglish
Pages (from-to)9734-9737
Number of pages4
JournalOrganic Letters
Volume21
Issue number23
DOIs
Publication statusPublished - 6 Dec 2019

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Luo, H., He, D., Zhang, Y., Wang, S., Gao, H., Yan, J., Cao, Y., Cai, Z., Tan, L., Wu, S., Wang, L., & Liu, Z. (2019). Synthesis of Heterocyclic Core-Expanded Bis-Naphthalene Tetracarboxylic Diimides. Organic Letters, 21(23), 9734-9737. https://doi.org/10.1021/acs.orglett.9b03891