Intercepting a Transient Phosphino‐Arsinidene
A phosphino‐arsinidene derived from a diazaphospholidine scaffold (Ar**NCH2)2PAs (where Ar**=2,6‐bis[(4‐tert‐butylphenyl)methyl]‐4‐methylphenyl) was generated in situ and trapped with a range of reagents. Metathesis reactions between (Ar**NCH2)2PCl and either [Na(18‐crown‐6)][AsCO] or [Na(dioxane)x]...
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| Veröffentlicht in: | Chemistry : a European journal 2018-07, Vol.24 (38), p.9514-9519 |
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| container_title | Chemistry : a European journal |
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| creator | Hinz, Alexander Hansmann, Max M. Bertrand, Guy Goicoechea, Jose M. |
| description | A phosphino‐arsinidene derived from a diazaphospholidine scaffold (Ar**NCH2)2PAs (where Ar**=2,6‐bis[(4‐tert‐butylphenyl)methyl]‐4‐methylphenyl) was generated in situ and trapped with a range of reagents. Metathesis reactions between (Ar**NCH2)2PCl and either [Na(18‐crown‐6)][AsCO] or [Na(dioxane)x][AsCO] are believed to afford an arsaketene, (Ar**NCH2)2PAsCO, which readily loses carbon monoxide under ambient conditions. The resulting transient arsinidene was shown to undergo cycloaddition reactions with excess AsCO−, but can be stabilised in the presence of Lewis bases. It displays contrasting reactivity from a previously reported phosphino‐phosphinidene. With isonitriles, rearrangements occur, however with PPh3 a phosphine‐stabilised arsinidene could be isolated and used for subsequent reactivity studies. This species was found to be a suitable starting material for a transition metal complex of the phosphino‐arsinidene, in which the P−As moiety coordinates side‐on to the metal centre.
It′s a trap! We report the formation of a transient phosphino‐arsinidene and the result of trapping experiments with Lewis bases and a transition metal centre. |
| doi_str_mv | 10.1002/chem.201802175 |
| format | Article |
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It′s a trap! We report the formation of a transient phosphino‐arsinidene and the result of trapping experiments with Lewis bases and a transition metal centre.</description><subject>arsenic</subject><subject>arsinidene</subject><subject>Carbon monoxide</subject><subject>Catalysis</subject><subject>Chemical Sciences</subject><subject>Chemistry</subject><subject>Coordination chemistry</subject><subject>Coordination compounds</subject><subject>Cycloaddition</subject><subject>diazaphospholidine ligands</subject><subject>Inorganic chemistry</subject><subject>Metals</subject><subject>Metathesis</subject><subject>Organic chemistry</subject><subject>Phosphine</subject><subject>phosphorus</subject><subject>Reagents</subject><subject>Transition metal compounds</subject><subject>trapping experiments</subject><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqF0M1OAjEUBeDGaATRrUtD4kYXA7e_Q5eEoJBgdIHrpsx0pGToYAsadj6Cz-iT2AmIiRtXTW6-ntx7ELrE0MEApJvNzbJDAPeA4JQfoSbmBCc0FfwYNUGyNBGcygY6C2EBAFJQeooaRKaEMkqaqDt2a-Mzs1pb99LW7anXLljj1u2neRVWc-uqr4_Pvg_W2dw4c45OCl0Gc7F_W-j5bjgdjJLJ4_140J8kGefAk1lG86IogFIDWjJipMS5iLsJmWtOekVPipQRLiXTXGRxTIuehgxzhinJDW2h213uXJdq5e1S-62qtFWj_kTVs3gvCCrhDUd7s7MrX71uTFirpQ2ZKUvtTLUJigDlhFEsanr9hy6qjXfxkqgES1nckEbV2anMVyF4Uxw2wKDq2lVduzrUHj9c7WM3s6XJD_yn5wjkDrzb0mz_iVOD0fDhN_wbPiiL5A</recordid><startdate>20180705</startdate><enddate>20180705</enddate><creator>Hinz, Alexander</creator><creator>Hansmann, Max M.</creator><creator>Bertrand, Guy</creator><creator>Goicoechea, Jose M.</creator><general>Wiley Subscription Services, Inc</general><general>Wiley-VCH Verlag</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0003-2623-2363</orcidid><orcidid>https://orcid.org/0000-0002-7311-1663</orcidid><orcidid>https://orcid.org/0000-0002-7831-1410</orcidid><orcidid>https://orcid.org/0000-0003-3107-1445</orcidid></search><sort><creationdate>20180705</creationdate><title>Intercepting a Transient Phosphino‐Arsinidene</title><author>Hinz, Alexander ; Hansmann, Max M. ; Bertrand, Guy ; Goicoechea, Jose M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5505-bc3dfff033e0a942e991d615269da528f8967425994a56c2693f8a0c154132de3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>arsenic</topic><topic>arsinidene</topic><topic>Carbon monoxide</topic><topic>Catalysis</topic><topic>Chemical Sciences</topic><topic>Chemistry</topic><topic>Coordination chemistry</topic><topic>Coordination compounds</topic><topic>Cycloaddition</topic><topic>diazaphospholidine ligands</topic><topic>Inorganic chemistry</topic><topic>Metals</topic><topic>Metathesis</topic><topic>Organic chemistry</topic><topic>Phosphine</topic><topic>phosphorus</topic><topic>Reagents</topic><topic>Transition metal compounds</topic><topic>trapping experiments</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hinz, Alexander</creatorcontrib><creatorcontrib>Hansmann, Max M.</creatorcontrib><creatorcontrib>Bertrand, Guy</creatorcontrib><creatorcontrib>Goicoechea, Jose M.</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hinz, Alexander</au><au>Hansmann, Max M.</au><au>Bertrand, Guy</au><au>Goicoechea, Jose M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Intercepting a Transient Phosphino‐Arsinidene</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chemistry</addtitle><date>2018-07-05</date><risdate>2018</risdate><volume>24</volume><issue>38</issue><spage>9514</spage><epage>9519</epage><pages>9514-9519</pages><issn>0947-6539</issn><eissn>1521-3765</eissn><abstract>A phosphino‐arsinidene derived from a diazaphospholidine scaffold (Ar**NCH2)2PAs (where Ar**=2,6‐bis[(4‐tert‐butylphenyl)methyl]‐4‐methylphenyl) was generated in situ and trapped with a range of reagents. Metathesis reactions between (Ar**NCH2)2PCl and either [Na(18‐crown‐6)][AsCO] or [Na(dioxane)x][AsCO] are believed to afford an arsaketene, (Ar**NCH2)2PAsCO, which readily loses carbon monoxide under ambient conditions. The resulting transient arsinidene was shown to undergo cycloaddition reactions with excess AsCO−, but can be stabilised in the presence of Lewis bases. It displays contrasting reactivity from a previously reported phosphino‐phosphinidene. With isonitriles, rearrangements occur, however with PPh3 a phosphine‐stabilised arsinidene could be isolated and used for subsequent reactivity studies. This species was found to be a suitable starting material for a transition metal complex of the phosphino‐arsinidene, in which the P−As moiety coordinates side‐on to the metal centre.
It′s a trap! We report the formation of a transient phosphino‐arsinidene and the result of trapping experiments with Lewis bases and a transition metal centre.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>29723432</pmid><doi>10.1002/chem.201802175</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0003-2623-2363</orcidid><orcidid>https://orcid.org/0000-0002-7311-1663</orcidid><orcidid>https://orcid.org/0000-0002-7831-1410</orcidid><orcidid>https://orcid.org/0000-0003-3107-1445</orcidid><oa>free_for_read</oa></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | arsenic arsinidene Carbon monoxide Catalysis Chemical Sciences Chemistry Coordination chemistry Coordination compounds Cycloaddition diazaphospholidine ligands Inorganic chemistry Metals Metathesis Organic chemistry Phosphine phosphorus Reagents Transition metal compounds trapping experiments |
| title | Intercepting a Transient Phosphino‐Arsinidene |
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