TY - JOUR
T1 - One-Pot Synthesis of Pyreno[2,1-b]furan Molecules with Two-Photon Absorption Properties
AU - Wang, Xiaohui
AU - Zhang, Chengjing
AU - Zeng, Jin
AU - Mao, Xiaoyu
AU - Redshaw, Carl
AU - Niu, Guangle
AU - Yu, Xiaoqiang
AU - Feng, Xing
N1 - Publisher Copyright:
© 2022 American Chemical Society. All rights reserved.
PY - 2022/10/7
Y1 - 2022/10/7
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85137903926&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.2c01303
DO - 10.1021/acs.joc.2c01303
M3 - Article
AN - SCOPUS:85137903926
SN - 0022-3263
VL - 87
SP - 12741
EP - 12748
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 19
ER -