6533b7d1fe1ef96bd125d6be

RESEARCH PRODUCT

Synthesis of the first imidazolyl-triphosphines containing a Triphos unit

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Abstract Since biphasic liquid–liquid continuous-flow catalytic processes often require the use of cationic phosphine ligands for the metal sequestration in the polar phase, we have prepared the first imidazolyl triphosphines, named Triphosim and Triphosmim. These ligands contain the Triphos unit [-P(CH2CH2PPh2)] which is linked to the imidazole fragment and have been obtained in three steps from imidazole (or 2-methylimidazole), diethylvinylphosphonate and diphenylvinylphosphine with global yields of 42–48%. The Triphosim ligand adopts a tridentate P-coordination mode in a palladium dichloride complex and the reaction of the dangling imidazole function with alkyl halides leads to a new kind of imidazolium-phosphine complexes.