Tri(1-adamantyl)phosphine, a simple yet long-absent homoleptic phosphine, has finally been prepared. The simplicity of this compound beguiles its exceptional properties. The electron-releasing character eclipses all other alkylphosphines. The phosphine geometry and overall size are also more compact than anticipated, which may occur as a result of dispersion forces. We believe the donicity, marked resistance towards cyclometallation or P−C bond scission, and also substantial polarizability engendered by the three diamondoid fragments together account for the phenomenal performance of Pd-PAd3 catalysts during Suzuki–Miyaura coupling reactions. A correlation analysis is also described that provides support for polarizability as a potentially general influence on the properties of tertiary phosphines. 1 Introduction 2 Synthesis of Tri(1-adamantyl)phosphine 3 Reactions of Tri(1-adamantyl)phosphine Palladium Complexes 4 Electronic and Steric Properties of Tri(1-adamantyl)phosphine 5 Conclusion

中文翻译：

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三（1-金刚烷基）膦：通过化学稳定性、Donicity 和极化性的协同作用实现卓越的催化效果

三（1-金刚烷基）膦，一种简单但长期缺席的均质膦，终于被制备出来。这种化合物的简单性吸引了其卓越的性能。电子释放特性使所有其他烷基膦黯然失色。膦的几何形状和整体尺寸也比预期的更紧凑，这可能是分散力的结果。我们认为，在 Suzuki-Miyaura 偶联反应过程中，Pd-PAd3 催化剂的显着性能是由于三类金刚石碎片产生的选择性、对环金属化或 P-C 键断裂的显着抵抗以及显着的极化性。还描述了相关分析，该分析支持极化率作为对叔膦性质的潜在普遍影响。