ArticleNature communications2024
Molecular-strain induced phosphinidene reactivity of a phosphanorcaradiene.
Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Synthesis of the Phospha-Wittig Reagent MeChemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Carbene Analogues of Group 15: Reduction of s-Hydrindacene-Based Chloropnictogenium Ions To Access an Antimony Hydride Monocation and a Trinuclear Bismuth Dication.Journal of the American Chemical Society · 2026Article
- Metallaphosphinidene Coupling with a Phosphorus Ylide to Form a Phosphavinyl [P═CHJournal of the American Chemical Society · 2026Article
- Activation of NDalton transactions (Cambridge, England : 2003) · 2026Article
- Isolation of arylhalodiphosphenes: periodic trends in R-P[double bond, length as m-dash]P-X bonding (X = Cl, Br, I).Chemical science · 2026Article
- A Crystalline Mono-Coordinate Indium(I)-Phosphaalkenyl.Angewandte Chemie (International ed. in English) · 2026Article
- Büchner-type ring expansion of aromatic main-group biradicaloids toward phosphorus radical-derived NIR-II photothermal materials.Chemical science · 2025Article
- Isolation of kinetically-stabilised diarylchalcogenide radical cations.Communications chemistry · 2025Article
- Allenylidene Phosphonium Ion: An Isoelectronic Phosphorus Analogue of [3]Cumulene.Angewandte Chemie (International ed. in English) · 2025Article
- Transient Triplet Metallopnictinidenes M-Pn (M = PdJournal of the American Chemical Society · 2025Article
- Bottleable triplet nitrenes.Nature chemistry · 2025Article
Corrections and comments
- Erratum issued
Authors and funding
5 authors.
Funding
Abstract
Phosphanorcaradienes are an appealing class of phosphorus compounds that can serve as synthons of transient phosphinidenes. However, the synthesis of such species is a formidable task owing to their intrinsic high reactivity. Herein we report straightforward synthesis, characterization and reactivity studies of a phosphanorcaradiene, in which one of the benzene rings in the flanking fluorenyl substituents is intramolecularly dearomatized through attachment to the phosphorus atom. It is facilely obtained by the reduction of phosphorus(III) dichloride precursor with potassium graphite. Despite being thermally robust, it acts as a synthetic equivalent of a transient phosphinidene. It reacts with trimethylphosphine and isonitrile to yield phosphanylidene-phosphorane and 1-phospha-3-azaallene, respectively. When it is treated with one and two molar equivalents of azide, iminophosphane and bis(imino)phosphane are isolated, respectively. Moreover, it is capable of activating ethylene and alkyne to afford [1 + 2] cycloaddition products, as well as oxidative cleavage of Si-H and N-H bonds to yield secondary phosphines. All the reactions proceed smoothly at room temperature without the presence of transition metals. The driving force for these reactions is most likely the high ring-constraint of the three-membered PC
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