83817-38-3Relevant academic research and scientific papers
An alternative approach for the synthesis of aryl-alkyl tellurides: Reaction of aryl iodides with metal alkyltellurolates promoted by CuI
Silva, Márcio S.,Comasseto, Jo?o V.
supporting information; experimental part, p. 8763 - 8768 (2011/12/02)
Aryl iodides react with metal organotellurolates in tetrahydrofuran/ dimethylformamide in the presence of CuI (5 mol %) or CuI (5 mol %) and 1,10-phenanthroline (10 mol %) to afford the corresponding aryl-alkyl tellurides in good yields.
Arylthiols as highly chemoselective and environmentally benign radical reducing agents
Yamago, Shigeru,Matsumoto, Atsushi
supporting information; experimental part, p. 7300 - 7304 (2009/05/09)
(Chemical Equation Presented) Arylthiols serve as excellent environmentally benign reducing agents for organotellurium, organostibine, and organobismuthine compounds under radical conditions. Both small molecules and macromolecules possessing these heteroatom groups are reduced under moderate thermal conditions to give near quantitative yields in most cases. The reduction shows high chemoselectivity with respect to the heteroatom compounds; the reactivity decreases in the order alkylbismuthines, alkylstibines, and alkyltellurides, while simple alkyl iodides could not be reduced. Alkyltellurides are selectively reduced in the presence of alkyl iodides even when an excess amount of arylthiol is used. Furthermore, alkylstibines are also selectively reduced in the presence of alkyltellurides. Moreover, the reduction conditions are compatible with the presence of a variety of polar functional groups in the substrates, products, and solvents, which are not tolerant under ionic and metal-catalyzed conditions. Carbon-carbon bond formation is possible with use of the carbon-centered radicals that are generated. The results clearly reveal the synthetic utility of arylthiols in organic synthesis.
Experimental and theoretical studies on formal σ-bond metathesis of silyl tellurides with alkyl halides
Yamago, Shigeru,Iida, Kazunori,Yoshida, Jun-ichi
, p. 664 - 670 (2008/02/06)
Silyl tellurides reacted with alkyl halides under mild thermal conditions to give the corresponding alkyl tellurides and silylhalides in good to excellent yields. Substitution took place much faster in polar solvents, such as acetonitrile, than that in no
A new, practical synthesis of organotellurium compounds from organic halides and silyl tellurides. Remarkable effects of polar solvents and leaving groups
Yamago, Shigeru,Iida, Kazunori,Yoshida, Jun-ichi
, p. 5061 - 5064 (2007/10/03)
Silyl tellurides react with organic halides to give the corresponding organotellurium compounds and silyl halides in good to excellent yields. Substitution proceeds in polar solvents, such as acetonitrile, but not in nonpolar solvents under identical conditions. The leaving group also plays a significant role, with alkyl bromides being the most reactive, alkyl chlorides less so and alkyl iodides the least reactive. After removal of the volatile silyl halides and solvent under vacuum, the essentially pure organotellurium compounds, which can be used directly as precursors for carbocations, carbanions, and carbon-centered radicals, were obtained.
