Affiliation:
1. Department of Applied Chemistry and Biotechnology, Okayama University of Science
2. Department of Chemistry, Okayama University of Science
Abstract
AbstractThe Sonogashira coupling of 1,3,6,8-tetrabromopyrene with 4-[(–)-β-citronellyloxy]phenylethyne was employed to synthesize 1,3,6,8-tetra[4-(citronellyloxy)phenylethynyl]pyrene. The pyrene derivative catalyzed the reductive desulfonylation of ethenyl sulfones via visible-light irradiation (514 nm green light-emitting diodes) in the presence of i-Pr2NEt. The β-citronellyloxy groups provided the sufficient solubility to the highly π-expanded pyrene catalyst, and their polar oxygen functionalities enabled the easy separation of the catalyst from the products via column chromatography.
Funder
Japan Society for the Promotion of Science
Wesco Science Foundation
Subject
Organic Chemistry,Catalysis
Cited by
8 articles.
订阅此论文施引文献
订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献
1. Efficient Desulfonylation of Alkenyl Sulfones Enabled by Cu‐Catalysis;ChemCatChem;2024-07-08
2. Effective synthesis of 1,4-diarylbutadienes via reductive desulfonylation of 1,3-butadienyl sulfones by proper choice of regioisomeric π-expanded pyrene photocatalysts;Bulletin of the Chemical Society of Japan;2023-12-01
3. Synthesis, optical properties and crystal structure of (E,E)-1,3-(3,4:9,10-dibenzododeca-1,11-diene-5,7-diyne-1,12-diyl)benzene;Acta Crystallographica Section E Crystallographic Communications;2023-07-28
4. Bifunctional 1-Hydroxypyrene Photocatalyst for Hydrodesulfurization via Reductive C(Aryl)–S Bond Cleavage;Organic Letters;2023-04-28
5. Synthetic strategies of phenazine derivatives: A review;Journal of Heterocyclic Chemistry;2022-02-09