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Diphenyl ditelluride

Diphenylditelluride is the chemical compound with the formula (C6H5Te)2, abbreviated Ph2Te2. This orange-coloured solid is the oxidized derivative of the unstable benzenetellurol, PhTeH. Ph2Te2 is used as a source of the PhTe unit in organic synthesis[2] and as a catalyst for redox reactions.[3] The compound is a strong nucleophile, easily displacing halides. It also adds electrophilically across multiple bonds, and traps radicals.[4]

Preparation

Ph2Te2 is prepared by the oxidation of tellurophenolate, which is generated via the Grignard reagent:[5]

PhMgBr + Te → PhTeMgBr
2PhTeMgBr + 0.5 O2 + H2O → Ph2Te2 + 2 MgBr(OH)

The molecule has C2 symmetry.

References

  1. ^ "Diphenyl ditelluride". pubchem.ncbi.nlm.nih.gov. Retrieved 23 December 2021.
  2. ^ Mohan, Balaji; Yoon, Chohye; Jang, Seongwan; Park, Kang Hyun (2015). "Copper Nanoparticles Catalyzed Se(Te)-Se(Te) Bond Activation: A Straightforward Route Towards Unsymmetrical Organochalcogenides from Boronic Acids". ChemCatChem. 7 (3): 405–412. doi:10.1002/cctc.201402867. ISSN 1867-3880. S2CID 97000699.
  3. ^ Alberto, Eduardo E.; Muller, Lisa M.; Detty, Michael R. (2014). "Rate Accelerations of Bromination Reactions with NaBr and H2O2 via the Addition of Catalytic Quantities of Diaryl Ditellurides". Organometallics. 33 (19): 5571–5581. doi:10.1021/om500883f.
  4. ^ Crich, David; Yao Qingwei. "Diphenyl ditelluride". Encyclopedia of Reactants for Organic Synthesis. doi:10.1002/047084289X.rd416.
  5. ^ Crich, D.; Yao, Q. "Diphenyl Ditelluride" in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. doi:10.1002/047084289X.rd416.