Reactive FLP–alkyne addition products: a route to anionic and zwitterionic phosphines

Kim, Hyehwang; Stephan, Douglas W.

doi:10.1039/d3dt00607g

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Stoichiometric Reactivity1

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2024

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Cited by 2 publications

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“…On studying the reaction of phosphinidene precursors 102 as the basic components of FLPs, we showed that they react with alkynes to effect the expected FLP addition reaction. However, subsequent addition of phosphine liberated anthracene yielding a phosphino–phosphenium zwitterion (Scheme 37).…”

Section: Stoichiometric Reactivitymentioning

confidence: 99%

Frustrated Lewis pair chemistry of alkynes

Guo,

Yan,

Stephan

2024

Org. Chem. Front.

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Section: Stoichiometric Reactivitymentioning

confidence: 99%

Frustrated Lewis pair chemistry of alkynes

Guo,

Yan,

Stephan

2024

Org. Chem. Front.

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Organophosphorus Synthesis beyond P-Cl Bond: The Development of Shelf-stable Reagents for [RP] Transfer

Romanenko

2024

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The direct chlorine-free incorporation of P1 units into organic molecules has very important synthetical value owing to environmental considerations and the prospect of accessing unique compounds with fascinating structures and useful properties. This selective survey presents a panorama of phosphorus species that are synthetic equivalents of free singlet phosphinidenes [R-P] and highlights the state-of-art of the [RP]- transfer reactions with emphasis on the synthesis of molecular architectures difficult to reach using traditional methods. Among stabilized phosphinidene precursors capable of RP-transfer are terminal transition-metal phosphinidene and phosphinidenoid complexes, dibenzo-7λ3 -phosphinobornadienes, phosphinidenephosphoranes, inversely polarized phosphaalkenes, phosphaketenes, intramolecularly base-stabilized phosphinidenes, (cyclo)polyphosphines and diphosphenes

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Reactive FLP–alkyne addition products: a route to anionic and zwitterionic phosphines

Abstract: Combination of a phosphinidene precursor, B(C6F5)3 and 4-ethynyltoluene afforded the FLP addition product, Et2N(C14H10)PC(Tol)=CH (B(C6F5)3) 2. Compound 2 reacts with halides, pseudo-halides or Me3SiSPh to provide a facile route to...

Cited by 2 publications

References 39 publications

Frustrated Lewis pair chemistry of alkynes

Frustrated Lewis pair chemistry of alkynes

Organophosphorus Synthesis beyond P-Cl Bond: The Development of Shelf-stable Reagents for [RP] Transfer

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