One-Pot Synthesis of Pyreno[2,1-b]furan Molecules with Two-Photon Absorption Properties

Xiaohui Wang, Chengjing Zhang, Jin Zeng, Xiaoyu Mao, Carl Redshaw, Guangle Niu, Xiaoqiang Yu, Xing Feng

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

The development of large π-conjugated polycyclic heteroaromatic materials is of immense interest, both in the academic as well as the industrial community. Herein, we present the efficient one-pot synthesis of novel pyreno[2,1-b]furan molecules from a newly designed intermediate, which display intense green emission (505-516 nm) in solution and a large red shift emission (625-640 nm) in the solid state, because of strong π-πstacking. More interestingly, the compounds exhibit novel two-photon absorption (TPA) properties, and the TPA cross-section (δ) value was increased to 533 GM by regulating the electronic effects of the substituents of the pyreno[2,1-b]furan molecules. This study not only offers a facile strategy for constructing new pyrene-fused luminescence materials with two-photon absorption properties but also provides a new chemical intermediate that opens up a new pathway to advanced materials.

Original languageEnglish
Pages (from-to)12741-12748
Number of pages8
JournalJournal of Organic Chemistry
Volume87
Issue number19
DOIs
Publication statusPublished - 7 Oct 2022
Externally publishedYes

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