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Synthesis and Reactivity of the Phosphorus Analogues of Cyclopentadienone, Tricyclopentanone, and Housene
Author(s) -
Krachko Tetiana,
Ehlers Andreas W.,
Nieger Martin,
Lutz Martin,
Slootweg J. Chris
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201711838
Subject(s) - decarbonylation , chemistry , isomerization , thermal decomposition , photodissociation , medicinal chemistry , reactivity (psychology) , tetrafluoroborate , tris , valence (chemistry) , photochemistry , inorganic chemistry , organic chemistry , catalysis , ionic liquid , medicine , biochemistry , alternative medicine , pathology
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 .