2,3‐Bis(diphenylphosphino)‐1,3‐butadien

Hubert Schmidbaur, Klaus Dziwok, Gabriele Reber, Gerhard Müller

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Abstract

2,3‐Bis(diphenylphosphino)‐1,3‐butadiene A method for synthesis of the title compound is described, using the readily available 2,3‐bis(diphenylphosphinoyl)‐1,3‐butadiene (1) as the starting material. For the protection of the diene system, 1 is first converted into the 1,4‐dibromo‐ and 1,4‐dichloro derivatives 2a and b, respectively, by addition of Br2 or Cl2, respectively. The structure of 2b has been determined by single‐crystal X‐ray diffraction. The molecule has a centrosymmetrical (E)‐configuration. Reduction of the phosphinoyl groups by HSiCl3(to give the bis(diphenylphosphino)compound 3), followed by removal of the Cl‐atoms using Zn powder, affords the bis(diphenylphosphino)butadiene 4. Compounds 3 and 4 give quaternary phosphonium salts 5 and 6, respectively, on addition of CH3OSO2F or CH3I. The sulfur analogue of 1 is formed on treatment of 4 with elemental sulfur.

Original languageGerman
Pages (from-to)1905-1910
Number of pages6
JournalHelvetica Chimica Acta
Volume70
Issue number7
DOIs
StatePublished - 4 Nov 1987

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