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The air-stable chiral primary phosphines 1a,b facilitate the synthesis of previously inaccessible or hard-to-access chiral MOP-type ligands 2a,b–5a,b, which can be prepared in one-pot reactions. These derivatives have been prepared to allow for a unique comparison of their differing structural and electronic profiles, determined here by a number of experimental and theoretical studies. Phosphiranes 2a,b and phosphonites 5a,b are electron-poor compounds, with the former possessing exceptional thermal stability. Conversely, the dimethylarylphosphines 3a,b and bis(dimethylamino)arylphosphines 4a,b are good electron donors, and, in contrast to earlier reports, the dialkylarylphosphines were found to be remarkably air-stable. The ligands were coordinated to platinum(II), and the weak trans-influence of the highly strained phosphiranes 2a,b was revealed both in solution and in the solid state. The steric parameters of the ligands were investigated by the allyl rotation of their methallylpalladium(II) complexes,...

Air-Stable Chiral Primary Phosphines: A Gateway to MOP Ligands with Previously Inaccessible Stereoelectronic Profiles