Dol Ryan, Kovljenic Nenad, Dudding Travis
Department of Chemistry, Brock University, 1812 Sir Isaac Brock Way, St., Catharines, ON, L2S 3A1, Canada.
Chem Commun (Camb). 2024 Oct 17;60(84):12253-12256. doi: 10.1039/d4cc03412k.
Organochlorophosphonium P(V) species are strong Lewis acids deriving from a low-lying σ* orbital at P opposite to Cl. Herein, applying this strong acidity to heterogenous reactivity, we introduce polymer-supported phosphorus(V)-mediated Lewis acid catalysis. Key to this innovation is the use of a recyclable solid support Merrifield resin P(V) Lewis acid catalyst with demonstrated utility for the one-pot synthesis of sydnones. This concept of pnictogen P(V) Lewis acid catalysis is simple to apply, selective, and benefits from mild conditions with short reaction times. Further, experimental and computational findings reveal the crucial mechanistic role of phosphonium cation P(V) species in these reactions.
有机氯膦鎓(V)物种是一类强路易斯酸，源于磷原子上与氯相对的低能σ*轨道。在此，我们将这种强酸性应用于多相反应中，引入了聚合物负载的磷(V)介导的路易斯酸催化。这一创新的关键在于使用可回收的固体载体——默里菲尔德树脂磷(V)路易斯酸催化剂，该催化剂已证明可用于一锅法合成斯德酮。这种主族元素磷(V)路易斯酸催化的概念易于应用、具有选择性，并且受益于温和的条件和较短的反应时间。此外，实验和计算结果揭示了膦鎓阳离子磷(V)物种在这些反应中的关键作用。
