43022-52-2Relevant academic research and scientific papers
Photocatalyst-free photoredox synthesis of diaryl selenides by reaction of diselenides with aryldiazo sulfones
Jang, Jihoon,Kim, Rabin,Kim, Dae Young
supporting information, p. 720 - 726 (2020/11/30)
A photcatalyst-free photoredox synthesis of diaryl selenides has been developed by coupling reaction of diselenides with aryldiazo sulfones. The reaction was accelerated under visible light irradiation without using a photocatalyst or photosensitizer. This approach facilitates the synthesis of diaryl selendes with a wide range of functional group tolerance.
Transition-Metal-Free Aryl-Heteroatom Bond Formation via C-S Bond Cleavage
Zhao, Jian-Nan,Kayumov, Muzaffar,Wang, Dong-Yu,Zhang, Ao
, p. 7303 - 7306 (2019/10/02)
Aryl-heteroatom bonds (C-Het) are almost ubiquitously present in chemical molecules. However, methods for diverse C-Het bond formations from a simple substrate are limited. Herein, we report a convenient and efficient C-S bond transformation of aryl sulfoniums to various C-Het bonds (C-O, C-S, C-Sn, C-Si, C-Se) in the absence of any transition-metal catalyst. These reactions proceeded in mild conditions with a wide substrate scope.
Synthesis of arylselenide ethers by photoinduced reactions of selenobenzamide, selenourea and selenocyanate anions with aryl halides
Bouchet, Lydia M.,Pe?é?ory, Alicia B.,Argüello, Juan E.
experimental part, p. 969 - 972 (2011/03/20)
Selenobenzamide (-SeCNH(Ph), 1), selenourea ( -SeCNH(NH2), 2) and selenocyanate (-SeCN, 3) anions afford areneselenolate ions (ArSe-) under photostimulation in the presence of tert-butoxide or 2-naphthoxide ions as electron donors (entrainment conditions) in DMSO. In a 'one-pot' procedure, ArSe- anions can be trapped by a subsequent aliphatic nucleophilic substitution giving aryl methyl selenides in good to excellent yields (67-100%). This simple approach is compatible with electron-donating and electron-withdrawing substituents, such as nitro and carbonyl groups.
Aryl Arylazo Sulfones Chemistry. 2. Reactivity toward Alkaline Alkane- and Areneselenolate and Alkane- and Arenetellurolate Anions
Evers, Michel J.,Christiaens, Leon E.,Renson, Marcel J.
, p. 5196 - 5198 (2007/10/02)
Tolyl arylazo sulfones react with various alkyl- and arylseleno reagents to produce substituted alkyl aryl and unsymmetrical diaryl selenides.The corresponding tellurides can also be obtained.Isolated yields in both cases are good.This procedure is an interesting alternative to the classical Sandmeyer reaction.
Methyl Transfers. 10. The Marcus Equation Application to Soft Nucleophiles
Lewis, Edward S.,McLaughlin, Mark L.,Douglas, Thomas A.
, p. 6668 - 6673 (2007/10/02)
The Marcus equation to methyl transfers is shown to cover reactions of " soft" nucleophiles, although small discrepancies occur.Rates and equilibria are reported for a series of reactions of arylmethylselenides with (p-chlorophenyl)dimethylselenonium ion.Experimental reaction rates between "hard" methylating agents and "soft" nucleophiles show small deviations from the calculated values, mostly but not always in the direction predicted by the HSAB principle.The Marcus equation fails to explain the previously reported "inversion" of reaction rates of 4-nitrothiophenoxide and of 4-nitrophenoxide with methyl iodide and dimethyl sulfate.Identity rates for dimethyl sulfate, methyl methanesulfonate (using 3He), methyl iodide (using 125I), and methyl triflate (using 35S) in sulfolane are reported.
