3208-32-0Relevant articles and documents
Zeolites efficiently promote the cyclization of nonactivated unsaturated alcohols
Perez-Mayoral, Elena,Matos, Ines,Fonseca, Isabel,Cejka, Jiri
, p. 12079 - 12082 (2010)
Excellent cyclization: Zeolites H-BEA, H-MFI, H-FAU, and H-STF were found to be efficient, selective, and reusable catalysts in the cyclization of cis-4-decenol, affording the corresponding tetrahydrofuran with excellent yields to provide a new synthetic route to alkylfurans. Bronsted and Lewis acid sites in the zeolites under study are probably the active sites, because both of them catalyze this reaction.
Catalytic Hydroetherification of Unactivated Alkenes Enabled by Proton-Coupled Electron Transfer
Knowles, Robert R.,Metrano, Anthony J.,Tsuchiya, Yuto,Tsui, Elaine
supporting information, p. 11845 - 11849 (2020/05/22)
We report a catalytic, light-driven method for the intramolecular hydroetherification of unactivated alkenols to furnish cyclic ether products. These reactions occur under visible-light irradiation in the presence of an IrIII-based photoredox catalyst, a Br?nsted base catalyst, and a hydrogen-atom transfer (HAT) co-catalyst. Reactive alkoxy radicals are proposed as key intermediates, generated by direct homolytic activation of alcohol O?H bonds through a proton-coupled electron-transfer mechanism. This method exhibits a broad substrate scope and high functional-group tolerance, and it accommodates a diverse range of alkene substitution patterns. Results demonstrating the extension of this catalytic system to carboetherification reactions are also presented.
Bifunctional property of Pt nanoparticles deposited on TiO2 for the photocatalytic sp3C-sp3C cross-coupling reactions between THF and alkanes
Tyagi, Akanksha,Yamamoto, Akira,Kato, Tatsuhisa,Yoshida, Hisao
, p. 2616 - 2623 (2017/07/25)
The photocatalytic sp3C-sp3C cross-coupling between tetrahydrofuran (THF) and various alkanes was accomplished with Pt loaded titanium oxide (Pt/TiO2) photocatalysts. The cross-coupling between THF and cyclohexane was systematically studied, which revealed that the reaction followed two routes: the main course was the photooxidation of both substrates on a Pt/TiO2 photocatalyst to generate radical species followed by their successive coupling; meanwhile, the minor one was a hybrid of photocatalysis by Pt/TiO2 and thermocatalysis by Pt metal nanoparticles. The activity of the Pt catalysis was suggested to consist in the activation of an sp3C-H bond in THF or alkane molecules adsorbed on its surface and promote the reaction between the activated molecules and photogenerated radical species. Thus, the Pt nanoparticles on TiO2 were believed to play a bifunctional role of an electron receiver as well as a metal catalyst.