TY - JOUR
T1 - 2,3‐Bis(diphenylphosphino)‐1,3‐butadien
AU - Schmidbaur, Hubert
AU - Dziwok, Klaus
AU - Reber, Gabriele
AU - Müller, Gerhard
PY - 1987/11/4
Y1 - 1987/11/4
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=84953429215&partnerID=8YFLogxK
U2 - 10.1002/hlca.19870700725
DO - 10.1002/hlca.19870700725
M3 - Artikel
AN - SCOPUS:84953429215
SN - 0018-019X
VL - 70
SP - 1905
EP - 1910
JO - Helvetica Chimica Acta
JF - Helvetica Chimica Acta
IS - 7
ER -