The chemistry of the 2-Phosphaethynolate anion
In all likelihood the first synthesis of the phosphaethynolate anion, PCO- , was performed in 1894 when NaPH2 was reacted with CO in an attempt to make Na(CP) accompanied by elimination of water. This reaction was repeated 117 years later when it was discovered that Na(OCP) and H2 are the products o...
| Main Authors: | , |
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| Format: | Journal article |
| Language: | English |
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Wiley
2018
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| _version_ | 1797088484603723776 |
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| author | Goicoechea, J Grützmacher, H |
| author_facet | Goicoechea, J Grützmacher, H |
| author_sort | Goicoechea, J |
| collection | OXFORD |
| description | In all likelihood the first synthesis of the phosphaethynolate anion, PCO- , was performed in 1894 when NaPH2 was reacted with CO in an attempt to make Na(CP) accompanied by elimination of water. This reaction was repeated 117 years later when it was discovered that Na(OCP) and H2 are the products of this remarkable transformation. Li(OCP) was synthesized and fully characterized in 1992 but this salt proved to be too unstable to allow for a detailed investigation of its chemistry. It was not until the heavier analogues of this lithium salt were isolated, Na(OCP) and K(OCP) (both of which are remarkably stable and can be even dissolved in water), that the chemistry of this new functional group could be explored. Here we review the chemistry of the 2-phosphaethynolate anion, a heavier phosphorus-containing analogue of the cyanate anion, and describe the wide breadth of chemical transformations for which it has been thus far employed. Its use as a ligand, in decarbonylative and deoxygenative processes, and as a building block for novel heterocycles is described. In the mere twenty-six years since Becker first reported the isolation of this remarkable anion, it has become a fascinating reagent for the synthesis of a vast library of, often unprecedented, molecules and compounds. |
| first_indexed | 2024-03-07T02:50:46Z |
| format | Journal article |
| id | oxford-uuid:ad9be566-ca10-4393-8503-0e3d1150ce1a |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T02:50:46Z |
| publishDate | 2018 |
| publisher | Wiley |
| record_format | dspace |
| spelling | oxford-uuid:ad9be566-ca10-4393-8503-0e3d1150ce1a2022-03-27T03:36:47ZThe chemistry of the 2-Phosphaethynolate anionJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:ad9be566-ca10-4393-8503-0e3d1150ce1aEnglishSymplectic Elements at OxfordWiley2018Goicoechea, JGrützmacher, HIn all likelihood the first synthesis of the phosphaethynolate anion, PCO- , was performed in 1894 when NaPH2 was reacted with CO in an attempt to make Na(CP) accompanied by elimination of water. This reaction was repeated 117 years later when it was discovered that Na(OCP) and H2 are the products of this remarkable transformation. Li(OCP) was synthesized and fully characterized in 1992 but this salt proved to be too unstable to allow for a detailed investigation of its chemistry. It was not until the heavier analogues of this lithium salt were isolated, Na(OCP) and K(OCP) (both of which are remarkably stable and can be even dissolved in water), that the chemistry of this new functional group could be explored. Here we review the chemistry of the 2-phosphaethynolate anion, a heavier phosphorus-containing analogue of the cyanate anion, and describe the wide breadth of chemical transformations for which it has been thus far employed. Its use as a ligand, in decarbonylative and deoxygenative processes, and as a building block for novel heterocycles is described. In the mere twenty-six years since Becker first reported the isolation of this remarkable anion, it has become a fascinating reagent for the synthesis of a vast library of, often unprecedented, molecules and compounds. |
| spellingShingle | Goicoechea, J Grützmacher, H The chemistry of the 2-Phosphaethynolate anion |
| title | The chemistry of the 2-Phosphaethynolate anion |
| title_full | The chemistry of the 2-Phosphaethynolate anion |
| title_fullStr | The chemistry of the 2-Phosphaethynolate anion |
| title_full_unstemmed | The chemistry of the 2-Phosphaethynolate anion |
| title_short | The chemistry of the 2-Phosphaethynolate anion |
| title_sort | chemistry of the 2 phosphaethynolate anion |
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