41977-31-5Relevant academic research and scientific papers
Visible light-induced highly selective transformation of olefin to ketone by 2,4,6-triphenylpyrylium cation encapsulated within zeolite Y
Shiraishi, Yasuhiro,Saito, Naoya,Hirai, Takayuki
, p. 773 - 775 (2008/02/03)
2,4,6-Triphenylpyrylium cation encapsulated within zeolite Y promotes highly selective transformation of olefins to ketones with molecular oxygen, under visible light (λ > 400 nm) irradiation at room temperature. The Royal Society of Chemistry 2006.
Reactions on Aromatic Olefins Induced by Aminium Salts: Protic-Acid or Radical Cation Catalyzed Processes
Ciminale, Francesco,Lopez, Luigi,Mele, Giuseppe
, p. 12685 - 12696 (2007/10/02)
Aromatic olefins by reaction with aminium salts lead, in strongly acidic reaction media, to different reaction products, arising from the intermediate formation of carbocation or radical-cation species.
Pyrylium Salts as Photosensitizers in Homogeneous and Heterogeneous Electron-Transfer Catalysis. - A Comparison with Cyano Arenes
Mattay, Jochen,Vondenhof, Martin,Denig, Richard
, p. 951 - 958 (2007/10/02)
Two new triphenylpyrylium salts, both being fixed to a polymeric backbone, have been synthesized.They are sensitizers for photochemically induced electron-transfer reactions, offering the possibility of heterogeneous charge transfer.Their usability in electron-transfer-catalyzed dimerizations and mixed cycloadditions of 1,3-cyclohexadiene and phenyl vinyl ether has been tested in comparison to other common photosensitizers such as 9,10-dicyanoanthracene and 1,4-dicyanonaphthalene.In addition, 2,4,6-triphenylpyrylium tetrafluoroborate was shown to operate as an efficient sensitizer for the dimerization and the photooxygenation of 1,1-diphenylethene.Diverse selectivities in the product formation indicate different mechanisms and are discussed in view of earlier results reported in the literature. - Key Words: Electron-transfer photocatalysis / Electron transfer, photoinduced / Photooxygenation / Pyrylium salts, polymeric / Radical cation cycloadditions
Photochemistry of Phthalimides with Olefins. Solvent-Incorporated Addition vs. Cycloaddition to Imide C(=O)-N Bond Accompanying Ring Enlargement
Maruyama, Kazuhiro,Kubo, Yasuo
, p. 1426 - 1435 (2007/10/02)
The photoreactions of phthalimides 1a-c and a variety of olefins (2a-g) have been investigated.Irradiation of methanol solutions of 1a in the presence of electron-rich olefins 2a-f leads to formation of methanol-incorporated adducts 3a + 4a, 9a,b, 19, 29a,b, 30a,b, and 31.Irradiation of acetonitrile solutions of 1a in the presence of relatively electron-poor aliphatic olefins 2f,g gives ring enlarged cycloddition products 23, 32, and 34, probably by a mechanism which involves collapse of an exciplex.Photolyses of 1a and 2a in less polar alcohols afford the two typesof products, simultaneously.With decrease of the solvent polarity, the yields of the solvent-incorporated adducts decrease and that of the ring-enlarged cycloaddition products increase.Irradiation of 1a and 2c leads to formation of the other types of products: in methanol 20 is obtained together with 19, and in acetonitrile 22 and 24 are formed together with 23.The formation of 24 is rationalized by a mechanism in which degradation of an oxetane (27) is involved.The products 20 and 22 appear to be derived through electron transfer from 2c to the excited state of 1a.Phenanthrene (electron-transfer) sensitization of the reaction 1a + 2c gives 20 and 23 in methanol and 22 in acetonitrile, selectively.These results and ΔG values associated with the electron transfer support an electron-transfer mechanism for the solvent-incorporated adduct formation.
Photosensitized (Electron Transfer) Dimerization and Cross-cycloaddition of Phenylated Olefins: Trapping the Intermediate
Arnold, Donald R.,Borg, Robert M.,Albini, Angelo
, p. 138 - 139 (2007/10/02)
If the photosensitized (electron transfer) dimerization of 1,1-diphenylethylene or cross-cycloaddition of 1,1-diphenylethylene with methylpropene is carried out in the presence of acrylonitrile or methyl acrylate, alkylated tetrahydronaphthalenes are obta
