14679-16-4Relevant articles and documents
Polynuclear heteroleptic ruthenium(II) photoredox catalysts: Evaluation in blue-light-mediated, regioselective thiol-ene reactions
Motimani, Nozuko M.,Ngubane, Siyabonga,Smith, Gregory S.
supporting information, (2021/12/17)
Polynuclear heteroleptic ruthenium(II) photosensitisers combining either imine or amine-functionalised bipyridyl ligands were synthesised (via Schiff-base condensation/reductive amination reactions), characterised and investigated for their photoreactivity in the hydrothiolation reaction. Furthermore, electrochemical, electronic absorption and emission studies of the complexes were conducted. All the ligand-modified, heteroleptic complexes show red-shifted emission spectra (614–633 nm) relative to the canonical [Ru(bpy)3](PF6)2 complex (609 nm), attributed to the transition from the triplet MLCT excited state (3MLCT) to the ground state. The complexes were evaluated as visible-light photoredox catalysts in the radical hydrothiolation reaction of olefins (thiol-ene coupling) to afford thioethers. Control reactions performed in the absence of the photocatalyst resulted in either significantly lower yields (6%) or no product formation, demonstrating the role of the complexes as photoredox catalysts. The reactions carried out using trinuclear complexes (Ered (Ru2+*/+) = +0.300 V vs Ag/Ag+) resulted in increased yields in comparison with their respective mononuclear congeners and greater than those reported for [Ru(bpy)3](PF6)2, demonstrating the benefits of using polynuclear photocatalysts for photoinitiated redox catalysis reactions.
Zinc-catalyzed regioselective addition of alkyl thiols to alkenes via anion or radical reactions
Taniguchi, Nobukazu
, p. 125 - 137 (2021/03/17)
Zn-catalyzed reactions of alkenes with alkyl thiols could afford alkyl sulfides regioselectively. When the ZnI2- catalyzed hydrothiolation of alkenes was achieved using alkyl thiols at 100 °C, Markovnikov-type alkyl sulfides were obtained in excellent yields without the formation of linear products. To the contrary, Zn(OAc)2- catalyzed reaction gave rise only to anti-Markovnikov-type products regioselectively. The reaction proceeded via a radical process.
Et3B Induced Radical Addition of Thiols to Acetylenes
Ichinose, Yoshifumi,Wakamatsu, Kuni,Nozaki, Kyoko,Birbaum, Jean-Luc,Oshima,Koichiro,Utimoto, Kiitiro
, p. 1647 - 1650 (2007/10/02)
Thiols added easily to acetylenic compounds in the presence of Et3B to give alkenyl sulfides in good yields.The reaction of acetylenes with 3-methyl-2-buten-1-thiol gave dihydrothiophene derivatives in one pot.
