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

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Krachko , T , Ehlers , A W , Nieger , M , Lutz , M & Slootweg , J C 2018 , ' Synthesis and Reactivity of the Phosphorus Analogues of Cyclopentadienone, Tricyclopentanone, and Housene ' , Angewandte Chemie (International Edition) , vol. 57 , no. 6 , pp. 1683-1687 . https://doi.org/10.1002/anie.201711838

Title: Synthesis and Reactivity of the Phosphorus Analogues of Cyclopentadienone, Tricyclopentanone, and Housene
Author: Krachko, Tetiana; Ehlers, Andreas W.; Nieger, Martin; Lutz, Martin; Slootweg, J. Chris
Contributor: University of Helsinki, Department of Chemistry
Date: 2018-02-05
Language: eng
Number of pages: 5
Belongs to series: Angewandte Chemie (International Edition)
ISSN: 1433-7851
URI: http://hdl.handle.net/10138/324830
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.
Subject: main-group elements
pericyclic reactions
phosphorus
small ring systems
valence isomerization
TETRA-TERT-BUTYLTETRAHEDRANE
THERMAL WALK-REARRANGEMENT
SMALL RINGS
VALENCE ISOMERIZATION
AB-INITIO
COMPLEXES
SYSTEM
PHOSPHAALKYNE
PHOSPHAETHYNOLATE
CYCLOBUTADIENES
116 Chemical sciences
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