Synthesis and Reactivity of the Phosphorus Analogues of Cyclopentadienone, Tricyclopentanone, and Housene

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Authors
Publication date 05-02-2018
Journal Angewandte Chemie, International Edition
Volume | Issue number 57 | 6
Pages (from-to) 1683-1687
Number of pages 5
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
Abstract
The phosphorus analogues of cyclopentadienone, tricyclopentanone, and housene were accessed from bis(cyclopropenyl)diphosphetanedione 3, which was prepared by mixing 1,2,3‐tris‐tert‐butylcyclopropenium tetrafluoroborate (1) and sodium phosphaethynolate [Na(OCP)(dioxane)n]. While photolysis of 3 results in decarbonylation, yielding bis(cyclopropenyl)diphosphene 4 and after rearrangement diphosphahousene 5, thermolysis of 3 leads to phosphatricyclo[2.1.0.0]pentanone 7. Metal‐mediated valence isomerization of 7 and subsequent demetalation provides access to phosphacyclopentadienone 12.
Document type Article
Note With supplementary file
Language English
Related dataset CCDC 1583608: Experimental Crystal Structure Determination CCDC 1584612: Experimental Crystal Structure Determination CCDC 1583607: Experimental Crystal Structure Determination CCDC 1584613: Experimental Crystal Structure Determination CCDC 1584611: Experimental Crystal Structure Determination CCDC 1583606: Experimental Crystal Structure Determination
Related publication Synthesis and Reactivity of the Phosphorus Analogues of Cyclopentadienone, Tricyclopentanone, and Housene
Published at https://doi.org/10.1002/anie.201711838 https://doi.org/10.1002/ange.201711838
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