119345-59-4Relevant academic research and scientific papers
Structural diversity in the products formed by the reactions of 2-arylselanyl pyridine derivatives and dihalogens
Montis, Riccardo,Arca, Massimiliano,Aragoni, M. Carla,Blake, Alexander J.,Castellano, Carlo,Demartin, Francesco,Isaia, Francesco,Lippolis, Vito,Pintus, Anna,Lenard?o, Eder J.,Perin, Gelson,O'Connor, Alice E.,Thurow, Samuel
, p. 10592 - 10602 (2018)
The reactivity of the 2-arylselanyl pyridine derivatives L1-L4 towards dihalogens X2 (X = I, Br) and interhalogens IX (X = Cl, Br) was studied in CHCl3 or CH3CN. The solid products obtained were structurally characterized and their nature points out the preference for CT spoke adducts and for seesaw insertion adducts to be formed at the N-donor and Se-donor site, respectively. DFT calculations were performed to provide a rationale for the structural diversity observed in the products obtained.
Dimsyl Anion Enables Visible-Light-Promoted Charge Transfer in Cross-Coupling Reactions of Aryl Halides
Pan, Lei,Cooke, Maria Victoria,Spencer, Amara,Laulhé, Sébastien
supporting information, p. 420 - 425 (2021/11/01)
A methodology is reported for visible-light-promoted synthesis of unsymmetrical chalcogenides enabled by dimsyl anion in the absence of transition-metals or photoredox catalysts. The cross-coupling reaction between aryl halides and diaryl dichalcogenides proceeds with electron-rich, electron-poor, and heteroaromatic moieties. Mechanistic investigations using UV-Vis spectroscopy, time-dependent density functional theory (TD-DFT) calculations, and control reactions suggest that dimsyl anion forms an electron-donor-acceptor (EDA) complex capable of absorbing blue light, leading to a charge transfer responsible for generation of aryl radicals from aryl halides. This previously unreported mechanistic pathway may be applied to other light-induced transformations performed in DMSO in the presence of bases and aryl halides.
Copper-catalyzed: Ipso -selenation of aromatic carboxylic acids
Wang, Jing,Li, Hongchen,Leng, Tao,Liu, Miaochang,Ding, Jinchang,Huang, Xiaobo,Wu, Huayue,Gao, Wenxia,Wu, Ge
, p. 9718 - 9726 (2017/11/30)
The copper-catalyzed decarboxylative selenation of aromatic carboxylic acids with diselenide is reported. This transformation tolerated a diverse set of functional groups on the substrates, including pentafluorobenzoic acid and heteroaromatic acids, delivering diaryl and methyl aryl selenides in good to excellent yields. Mechanistic studies indicated that the copper catalyst is essential in the activation of the Se-Se bond and the decarboxylation of aromatic acids. The utility of the products has been demonstrated in the facile synthesis of 10H-phenoselenazine and 11-methyldibenzo-(b,f)-1,4-selenazepine.
Glycerol/hypophosphorous acid: An efficient system solvent-reducing agent for the synthesis of 2-organylselanyl pyridines
Thurow, Samuel,Webber, Rodrigo,Perin, Gelson,Lenard?o, Eder J.,Alves, Diego
supporting information, p. 3215 - 3218 (2013/06/27)
We describe herein an efficient and simple method to synthesize 2-organylselanyl pyridines by reactions of 2-chloropyridines with organylselenols, generated in situ by reaction of diorganyl diselenides, using glycerol as solvent and hypophosphorous acid (
THE SYNTHESIS OF BIS(PHENYLSELENENYL), BIS(ALKYELSELENENYL)PYRIDINES AND OF PYRIDYLSELENOLATE ANIONS
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Chianelli, Donatella,Bartoli, Donatelle,Balducci, Roberta
, p. 4883 - 4894 (2007/10/02)
The reactions of several dihalogenopyridines with PhSeNa or MeSeLi in DMF afforded the monosubstitution products in good yields.With excess PhSeNa the bis(phenylselenenyl)pyridines were easily obtained, Whereas with excess MeSeLi the initially formed halo
