Oftadeh Erfan, Baumann Max, Ortiz Marco, Mamo Kirubel, Boeira Eduam, Oceguera Nava Esveidy, Lopez Lemus Monica S, Fang Shili, Aue Donald H, Lipshutz Bruce H
Department of Chemistry & Biochemistry, University of California Santa Barbara CA 93106 USA.
Chem Sci. 2025 Jun 4. doi: 10.1039/d5sc02923f.
A new "P3N" ligand, (-BuN)P, derived from PCl and three equivalents of -BuNH is reported. When complexed to palladium, it readily participates in homogeneous (copper-free) Heck-Cassar-Sonogashira and Suzuki-Miyaura couplings. Reliance on relatively low loadings of Pd is documented under aqueous micellar conditions; , in water containing micelles using the well-established and inexpensive anionic surfactant SDS. Comparisons are shown with several commonly used, representative ligands which, by contrast, are made typically in a number of steps that involve environmentally egregious conditions, and can typically be quite expensive. These issues can now be avoided for these very important reactions using this P3N ligand. Quantum calculations showed the conformational, steric, and electronic nature of P3N ligands and the energetics of their binding to Pd.
报道了一种新的“P3N”配体（-BuN）P，它由PCl和三当量的-BuNH衍生而来。当与钯络合时，它很容易参与均相（无铜）Heck-Cassar-Sonogashira和Suzuki-Miyaura偶联反应。在水性胶束条件下记录了对相对低负载量钯的依赖；即在含有胶束的水中使用成熟且廉价的阴离子表面活性剂SDS。与几种常用的代表性配体进行了比较，相比之下，这些代表性配体通常要经过多个步骤制备，涉及对环境有害的条件，而且通常相当昂贵。使用这种P3N配体现在可以避免这些非常重要反应中的这些问题。量子计算表明了P3N配体的构象、空间和电子性质以及它们与钯结合的能量学。
