Compounds containing a Spiro Phosphorus Atom

Williams, N.A.

doi:10.1016/b978-008044992-0.01121-4

Cited by 2 publications

(1 citation statement)

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“…The combination of phosphorus(V) and catechol has a long and rich history, dating back to 1926 . The pentacoordinate, neutral bis(catecholato)phosphoranes were instrumental for the understanding of hypercoordinated P(V) and indicated diverse untouched chemistry . For the heavier group 15 elements, the use of catecholates granted access to highly efficient anion sensors .…”

Section: Introductionmentioning

confidence: 99%

Lewis Superacidic Catecholato Phosphonium Ions: Phosphorus–Ligand Cooperative C–H Bond Activation

et al. 2021

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A series of catecholato phosphonium ions, including the first stable bis(catecholato)-substituted derivatives, are isolated and fully characterized. The cations rank among the most potent literature-known Lewis acids on the Gutmann–Beckett and ion affinity scales. In contrast to halogenated or multiply charged phosphorus cations, Lewis superacidity is imparted by structural constraints, as disclosed by energy decomposition analysis. The modular access provides a tunable scaffold while maintaining extreme affinity, demonstrated by the synthesis of a chiral Lewis superacid. The combination of electrophilic phosphorus and basic oxygen substituents leverages new reactivity modes by phosphorus–ligand cooperativity. With this, a phosphorus-mediated C–H bond activation is accomplished.

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Section: Introductionmentioning

confidence: 99%