Isolation and characterization of a two-coordinate phosphinidene oxide

Nitroso compounds, R-N=O, are common intermediates in organic synthesis, and are typically amenable to storage and manipulation at ambient temperature under aerobic conditions. By contrast, phosphorus-containing analogues, such as R-P=O (R = OH, CH<sub>3</sub>, OCH&lt...

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Main Authors: Hu, C, Rees, NH, Pink, M, Goicoechea, JM
Format: Journal article
Language:English
Published: Springer Nature 2024
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author Hu, C
Rees, NH
Pink, M
Goicoechea, JM
author_facet Hu, C
Rees, NH
Pink, M
Goicoechea, JM
author_sort Hu, C
collection OXFORD
description Nitroso compounds, R-N=O, are common intermediates in organic synthesis, and are typically amenable to storage and manipulation at ambient temperature under aerobic conditions. By contrast, phosphorus-containing analogues, such as R-P=O (R = OH, CH<sub>3</sub>, OCH<sub>3</sub>, Ph), are extremely reactive and need to be studied in inert gas matrices at ultralow temperatures (3-15 K). These species are believed to be key intermediates in the degradation/combustion of organic phosphorus compounds, a class of chemicals that includes chemical warfare agents and flame retardants. Here we describe the isolation of a two-coordinate phosphorus(III) oxide under ambient conditions, enabled by the use of an extremely bulky amine ligand. Reactivity studies reveal that the phosphorus centre can be readily oxidized, and that in doing so, the P-O bond remains intact, an observation that is of interest to the proposed reactivity of transient phosphorus(III) oxides.
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spelling oxford-uuid:7a42a83d-7be4-4a64-95e6-8cbdb34b6ffc2025-01-15T09:02:57ZIsolation and characterization of a two-coordinate phosphinidene oxideJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:7a42a83d-7be4-4a64-95e6-8cbdb34b6ffcEnglishSymplectic ElementsSpringer Nature2024Hu, CRees, NHPink, MGoicoechea, JMNitroso compounds, R-N=O, are common intermediates in organic synthesis, and are typically amenable to storage and manipulation at ambient temperature under aerobic conditions. By contrast, phosphorus-containing analogues, such as R-P=O (R = OH, CH<sub>3</sub>, OCH<sub>3</sub>, Ph), are extremely reactive and need to be studied in inert gas matrices at ultralow temperatures (3-15 K). These species are believed to be key intermediates in the degradation/combustion of organic phosphorus compounds, a class of chemicals that includes chemical warfare agents and flame retardants. Here we describe the isolation of a two-coordinate phosphorus(III) oxide under ambient conditions, enabled by the use of an extremely bulky amine ligand. Reactivity studies reveal that the phosphorus centre can be readily oxidized, and that in doing so, the P-O bond remains intact, an observation that is of interest to the proposed reactivity of transient phosphorus(III) oxides.
spellingShingle Hu, C
Rees, NH
Pink, M
Goicoechea, JM
Isolation and characterization of a two-coordinate phosphinidene oxide
title Isolation and characterization of a two-coordinate phosphinidene oxide
title_full Isolation and characterization of a two-coordinate phosphinidene oxide
title_fullStr Isolation and characterization of a two-coordinate phosphinidene oxide
title_full_unstemmed Isolation and characterization of a two-coordinate phosphinidene oxide
title_short Isolation and characterization of a two-coordinate phosphinidene oxide
title_sort isolation and characterization of a two coordinate phosphinidene oxide
work_keys_str_mv AT huc isolationandcharacterizationofatwocoordinatephosphinideneoxide
AT reesnh isolationandcharacterizationofatwocoordinatephosphinideneoxide
AT pinkm isolationandcharacterizationofatwocoordinatephosphinideneoxide
AT goicoecheajm isolationandcharacterizationofatwocoordinatephosphinideneoxide