Organophosphorus Chemistry without PCl 3 : A Bridge from Hypophosphorous Acid to H‐Phosphonate Diesters
A process for the conversion of hypophosphorous acid (H 3 PO 2 , HPA) and alcohols into various H‐phosphonate diesters [(RO) 2 P(O)H] is described. The new reaction provides a missing bridge between HPA and important H‐phosphonates, completely avoiding the use of PCl 3 . Nickel chloride or nickel on...
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Veröffentlicht in: | European journal of organic chemistry 2013-12, Vol.2013 (35), p.7973-7978 |
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container_title | European journal of organic chemistry |
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creator | Fisher, Henry C. Prost, Lucie Montchamp, Jean‐Luc |
description | A process for the conversion of hypophosphorous acid (H
3
PO
2
, HPA) and alcohols into various H‐phosphonate diesters [(RO)
2
P(O)H] is described. The new reaction provides a missing bridge between HPA and important H‐phosphonates, completely avoiding the use of PCl
3
. Nickel chloride or nickel on silica catalyze the oxidative phosphorylation of alkyl phosphinates with various alcohols or water. The reaction is atom economic and avoids the formation of waste products. The previous need for both chlorine and base is completely avoided. |
doi_str_mv | 10.1002/ejoc.201301412 |
format | Article |
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3
PO
2
, HPA) and alcohols into various H‐phosphonate diesters [(RO)
2
P(O)H] is described. The new reaction provides a missing bridge between HPA and important H‐phosphonates, completely avoiding the use of PCl
3
. Nickel chloride or nickel on silica catalyze the oxidative phosphorylation of alkyl phosphinates with various alcohols or water. The reaction is atom economic and avoids the formation of waste products. The previous need for both chlorine and base is completely avoided.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201301412</identifier><language>eng</language><ispartof>European journal of organic chemistry, 2013-12, Vol.2013 (35), p.7973-7978</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c842-48d6e58da156745c3e7086d35736e87e2664db59215fe2acd2642f95ef90b0ac3</citedby><cites>FETCH-LOGICAL-c842-48d6e58da156745c3e7086d35736e87e2664db59215fe2acd2642f95ef90b0ac3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Fisher, Henry C.</creatorcontrib><creatorcontrib>Prost, Lucie</creatorcontrib><creatorcontrib>Montchamp, Jean‐Luc</creatorcontrib><title>Organophosphorus Chemistry without PCl 3 : A Bridge from Hypophosphorous Acid to H‐Phosphonate Diesters</title><title>European journal of organic chemistry</title><description>A process for the conversion of hypophosphorous acid (H
3
PO
2
, HPA) and alcohols into various H‐phosphonate diesters [(RO)
2
P(O)H] is described. The new reaction provides a missing bridge between HPA and important H‐phosphonates, completely avoiding the use of PCl
3
. Nickel chloride or nickel on silica catalyze the oxidative phosphorylation of alkyl phosphinates with various alcohols or water. The reaction is atom economic and avoids the formation of waste products. The previous need for both chlorine and base is completely avoided.</description><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNo9kM1OAjEcxBujiYhePfcFFv_93K03XD8wIYEDB2-b0v4XSoCSdonh5iP4jD6JEIyHyUwmmTn8CLlnMGAA_AFX0Q04MAFMMn5BegyMKUAbuDxmKWTBjPi4Jjc5rwDAaM16JEzSwm7jbhnzUWmfab3ETchdOtDP0C3jvqPTek0FfaRD-pSCXyBtU9zQ0WH3P4vH3dAFT7tIRz9f39Nzv7Ud0ueAucOUb8lVa9cZ7_68T2avL7N6VIwnb-_1cFy4SvJCVl6jqrxlSpdSOYElVNoLVQqNVYlca-nnynCmWuTWea4lb43C1sAcrBN9MjjfuhRzTtg2uxQ2Nh0aBs2JU3Pi1PxzEr9uQl2U</recordid><startdate>201312</startdate><enddate>201312</enddate><creator>Fisher, Henry C.</creator><creator>Prost, Lucie</creator><creator>Montchamp, Jean‐Luc</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201312</creationdate><title>Organophosphorus Chemistry without PCl 3 : A Bridge from Hypophosphorous Acid to H‐Phosphonate Diesters</title><author>Fisher, Henry C. ; Prost, Lucie ; Montchamp, Jean‐Luc</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c842-48d6e58da156745c3e7086d35736e87e2664db59215fe2acd2642f95ef90b0ac3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fisher, Henry C.</creatorcontrib><creatorcontrib>Prost, Lucie</creatorcontrib><creatorcontrib>Montchamp, Jean‐Luc</creatorcontrib><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fisher, Henry C.</au><au>Prost, Lucie</au><au>Montchamp, Jean‐Luc</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Organophosphorus Chemistry without PCl 3 : A Bridge from Hypophosphorous Acid to H‐Phosphonate Diesters</atitle><jtitle>European journal of organic chemistry</jtitle><date>2013-12</date><risdate>2013</risdate><volume>2013</volume><issue>35</issue><spage>7973</spage><epage>7978</epage><pages>7973-7978</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>A process for the conversion of hypophosphorous acid (H
3
PO
2
, HPA) and alcohols into various H‐phosphonate diesters [(RO)
2
P(O)H] is described. The new reaction provides a missing bridge between HPA and important H‐phosphonates, completely avoiding the use of PCl
3
. Nickel chloride or nickel on silica catalyze the oxidative phosphorylation of alkyl phosphinates with various alcohols or water. The reaction is atom economic and avoids the formation of waste products. The previous need for both chlorine and base is completely avoided.</abstract><doi>10.1002/ejoc.201301412</doi><tpages>6</tpages></addata></record> |
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issn | 1434-193X 1099-0690 |
language | eng |
recordid | cdi_crossref_primary_10_1002_ejoc_201301412 |
source | Wiley Online Library Journals Frontfile Complete |
title | Organophosphorus Chemistry without PCl 3 : A Bridge from Hypophosphorous Acid to H‐Phosphonate Diesters |
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