Synthesis of bis(phosphinomethyl)amines via bis(hydroxymethyl)phosphonium salts. Isolation of 9,9-bis(hydroxymethyl)-9-phosphoniabicyclo[3.3.1]nonane hydrogensulfate and chloride salts, and the crystal structures of [PPh2(CH2OH)2]+ Cl? and [(C6H11)2PCH2]2NCHMePh

Steric and electronic properties in bicyclic phosphines. Crystal and molecular structures of Se=Phoban-Q (Q=C2, C3Ph, Cy and Ph)

“…Furthermore the difference in coordinating ability has been used to separate the isomers by selectively coordinating the [3.3.1] isomer by the addition of a metal to a solution containing both isomers [44,45]. This difference would also account for the increased reactivity in all cases where an increase in electron density has a beneficial effect.…”

The preparation of multimetallic complexes using sterically bulky N-centred tripodal dialkyl phosphino ligands

“…The air stable diphenyl or dialkyl hydroxylmethylphosphonium chloride salts were found to be particularly convenient starting materials and easily prepared via the reaction of the required secondary phosphine with 2 equiv of formaldehyde in the presence of hydrochloric acid [30]. The phosphonium chloride salts could be conveniently deprotonated in situ, using excess triethylamine, to the corresponding hydroxymethylphosphine and reacted in a phosphorus based Mannich condensation reaction [32][33][34] with ammonium chloride (Scheme 1).…”

“…All starting materials were of reagent grade, purchased from either Aldrich Chemical Company or Strem Chemicals. Aryl and alkyl (hydroxymethyl)phosphonium chloride salts were prepared according to literature methods [30]. Chromatographic separations were carried out on Kieselgel 60 SiO 2.…”

Synthesis of palladium complexes with bis(diphenylphosphinomethyl)amino ligands: A catalyst for the Heck reaction of aryl halide with methyl acrylate

“…All solvents and 1-methyl-2-pyrrolidone (NMP) were dried using established procedures and then immediately distilled under nitrogen atmosphere prior to use. The phosphonium salt ([PPh 2 (CH 2 OH) 2 ]Cl) and [PdCI 2 (COD)] were prepared described in the literatures [23,24].…”