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

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

Authors

Xiaohui Wang

Chengjing Zhang

Jin Zeng

Xiaoyu Mao

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Professor Carl Redshaw C.Redshaw@hull.ac.uk
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry

Guangle Niu

Xiaoqiang Yu

Xing Feng



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 (η´) 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.

Citation

Wang, X., Zhang, C., Zeng, J., Mao, X., Redshaw, C., Niu, G., …Feng, X. (2022). One-Pot Synthesis of Pyreno[2,1-b]furan Molecules with Two-Photon Absorption Properties. Journal of Organic Chemistry, https://doi.org/10.1021/acs.joc.2c01303

Journal Article Type Article
Acceptance Date Aug 16, 2022
Online Publication Date Sep 8, 2022
Publication Date 2022
Deposit Date Sep 8, 2022
Publicly Available Date Mar 28, 2024
Journal The Journal of Organic Chemistry
Print ISSN 0022-3263
Electronic ISSN 1520-6904
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
DOI https://doi.org/10.1021/acs.joc.2c01303
Keywords Absorption; Fluorescence; Mixtures; Molecules; Quantum mechanics
Public URL https://hull-repository.worktribe.com/output/4068777

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