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Contributions to the Synthesis and Structure of Tris(phosphonium) Methanide Salts and Their Precursors
Schmidbaur, Hubert,Strunk, Sven,Zybill, Christian E.
, p. 3559 - 3566 (2007/10/02)
The addition product of hexaphenylcarbodiphosphorane (1) and chlorodiphenylphosphane of the formula (+) Cl(-) (7) was found to have inequivalent Ph3P groups by 31P NMR spectroscopy in solution at low temperatures, due to restricted rotation of the Ph2P group.The ground state corresponds to a conformation with the lone pair of electrons at P(III) in the P3C plane.- The dication (2+) is obtained, as the diiodide 10, from MePh2P=CH2 and Ph2PCl followed by CH3I.In 10 all three MePh2P groups are equivalent (C3h-symmetry). (2+) 2I(-) (11) is prepared through CH3I addition to 7, (+) I(-) (13) and (2+) 2I(-) (12) from 8 and CH3I.- Cyclic tris(phosphonium)methanides 14-16 are formed from 8 and 1,3-dibromopropane, 1,4-dibromobutane, and 1,2-bis(chloromethyl)benzene, respectively.The analogous process with 8 and 1,4-dibromo-2-butene yields a product 17 with a vinyl-substituted 1,3-diphospholane system.
