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Novel synthetic route for (parent) phosphetanes, phospholanes, phosphinanes and phosphepanes

A novel synthetic route for (parent) phosphorus-containing cycloalkanes such as phosphetanes, phospholanes, phosphinanes and phosphepanes is reported. By using [K(dme)(2)](2)[Cp*Fe(η(4)-P(5))] (I) in combination with α,ω-dibromoalkanes C(n)H(2n)Br(2) [n = 3–6], unique phosphetane, phospholane, phosp...

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Detalles Bibliográficos
Autores principales: Reichl, Stephan, Balázs, Gábor, Scheer, Manfred
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10074431/
https://www.ncbi.nlm.nih.gov/pubmed/37035692
http://dx.doi.org/10.1039/d3sc00580a
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author Reichl, Stephan
Balázs, Gábor
Scheer, Manfred
author_facet Reichl, Stephan
Balázs, Gábor
Scheer, Manfred
author_sort Reichl, Stephan
collection PubMed
description A novel synthetic route for (parent) phosphorus-containing cycloalkanes such as phosphetanes, phospholanes, phosphinanes and phosphepanes is reported. By using [K(dme)(2)](2)[Cp*Fe(η(4)-P(5))] (I) in combination with α,ω-dibromoalkanes C(n)H(2n)Br(2) [n = 3–6], unique phosphetane, phospholane, phosphinane and phosphepane precursor complexes [Cp*Fe{η(4)-P(5)(CH(2))(n)}] [n = 3–6] (2–5) are synthesised. They act as P-atom carriers and the corresponding phosphetane, phospholane, phosphinane and phosphepanes (6–9) can be released by nucleophiles i.e., potassium benzyl (KBn) or LiAlH(4). The latter enables the selective synthesis of parent cyclic secondary phosphines (10) in an easy and straightforward way, including the first parent phospholane (10b).
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spelling pubmed-100744312023-04-06 Novel synthetic route for (parent) phosphetanes, phospholanes, phosphinanes and phosphepanes Reichl, Stephan Balázs, Gábor Scheer, Manfred Chem Sci Chemistry A novel synthetic route for (parent) phosphorus-containing cycloalkanes such as phosphetanes, phospholanes, phosphinanes and phosphepanes is reported. By using [K(dme)(2)](2)[Cp*Fe(η(4)-P(5))] (I) in combination with α,ω-dibromoalkanes C(n)H(2n)Br(2) [n = 3–6], unique phosphetane, phospholane, phosphinane and phosphepane precursor complexes [Cp*Fe{η(4)-P(5)(CH(2))(n)}] [n = 3–6] (2–5) are synthesised. They act as P-atom carriers and the corresponding phosphetane, phospholane, phosphinane and phosphepanes (6–9) can be released by nucleophiles i.e., potassium benzyl (KBn) or LiAlH(4). The latter enables the selective synthesis of parent cyclic secondary phosphines (10) in an easy and straightforward way, including the first parent phospholane (10b). The Royal Society of Chemistry 2023-03-13 /pmc/articles/PMC10074431/ /pubmed/37035692 http://dx.doi.org/10.1039/d3sc00580a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Reichl, Stephan
Balázs, Gábor
Scheer, Manfred
Novel synthetic route for (parent) phosphetanes, phospholanes, phosphinanes and phosphepanes
title Novel synthetic route for (parent) phosphetanes, phospholanes, phosphinanes and phosphepanes
title_full Novel synthetic route for (parent) phosphetanes, phospholanes, phosphinanes and phosphepanes
title_fullStr Novel synthetic route for (parent) phosphetanes, phospholanes, phosphinanes and phosphepanes
title_full_unstemmed Novel synthetic route for (parent) phosphetanes, phospholanes, phosphinanes and phosphepanes
title_short Novel synthetic route for (parent) phosphetanes, phospholanes, phosphinanes and phosphepanes
title_sort novel synthetic route for (parent) phosphetanes, phospholanes, phosphinanes and phosphepanes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10074431/
https://www.ncbi.nlm.nih.gov/pubmed/37035692
http://dx.doi.org/10.1039/d3sc00580a
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