Platinabenzenes: Synthesis, Properties, and Reactivity Studies of a Rare Class of Metalla-aromatics
Lithium−halogen exchange of (Z)-1,2-diphenyl-3-(2-iodoethenyl)cyclopropene (1) and subsequent addition to (η4-1,5-cod)PtCl2 yields the platinabenzene (η5-C5H3Ph2)[PtC5H3Ph2] (7), in which the metallacyclic ring and C5H3Ph2 (Cp′) unit are both derived from the cyclopropene skeleton. Starting instead...
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Veröffentlicht in: | Organometallics 2009-09, Vol.28 (17), p.5183-5190 |
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description | Lithium−halogen exchange of (Z)-1,2-diphenyl-3-(2-iodoethenyl)cyclopropene (1) and subsequent addition to (η4-1,5-cod)PtCl2 yields the platinabenzene (η5-C5H3Ph2)[PtC5H3Ph2] (7), in which the metallacyclic ring and C5H3Ph2 (Cp′) unit are both derived from the cyclopropene skeleton. Starting instead with (η5-C5Me5)Pt(CO)I, treatment with three nucleophilic (Z)-3-(2-lithiovinyl)cyclopropenes provides platinabenzenes (η5-C5Me5)[PtC5H3PhR] (R = Ph (8), t-Bu (9), Me (10)) in low to modest yield. All platinabenzenes have been fully characterized by NMR spectroscopy and X-ray crystallography. Intermediate σ-vinyl complexes (η5-C5Me5)Pt(σ-C5H3PhR) (R = Ph (14), t-Bu (15)) are also isolated from the reaction mixtures and convert cleanly to the corresponding platinabenzenes in near quantitative yield. Reactivity studies of (η5-C5Me5)[PtC5H3Ph2] with a variety of reagents/conditions are also reported. |
doi_str_mv | 10.1021/om900439z |
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R ; Haley, Michael M</creator><creatorcontrib>Jacob, Volker ; Landorf, Christopher W ; Zakharov, Lev N ; Weakley, Timothy J. R ; Haley, Michael M</creatorcontrib><description>Lithium−halogen exchange of (Z)-1,2-diphenyl-3-(2-iodoethenyl)cyclopropene (1) and subsequent addition to (η4-1,5-cod)PtCl2 yields the platinabenzene (η5-C5H3Ph2)[PtC5H3Ph2] (7), in which the metallacyclic ring and C5H3Ph2 (Cp′) unit are both derived from the cyclopropene skeleton. Starting instead with (η5-C5Me5)Pt(CO)I, treatment with three nucleophilic (Z)-3-(2-lithiovinyl)cyclopropenes provides platinabenzenes (η5-C5Me5)[PtC5H3PhR] (R = Ph (8), t-Bu (9), Me (10)) in low to modest yield. All platinabenzenes have been fully characterized by NMR spectroscopy and X-ray crystallography. Intermediate σ-vinyl complexes (η5-C5Me5)Pt(σ-C5H3PhR) (R = Ph (14), t-Bu (15)) are also isolated from the reaction mixtures and convert cleanly to the corresponding platinabenzenes in near quantitative yield. Reactivity studies of (η5-C5Me5)[PtC5H3Ph2] with a variety of reagents/conditions are also reported.</description><identifier>ISSN: 0276-7333</identifier><identifier>EISSN: 1520-6041</identifier><identifier>DOI: 10.1021/om900439z</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Organometallics, 2009-09, Vol.28 (17), p.5183-5190</ispartof><rights>Copyright © 2009 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a259t-cafc8c0662f6d1ae6da488afb75c3b866ee0e2eb3ebc4a933e9af7849ed2646a3</citedby><cites>FETCH-LOGICAL-a259t-cafc8c0662f6d1ae6da488afb75c3b866ee0e2eb3ebc4a933e9af7849ed2646a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/om900439z$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/om900439z$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids></links><search><creatorcontrib>Jacob, Volker</creatorcontrib><creatorcontrib>Landorf, Christopher W</creatorcontrib><creatorcontrib>Zakharov, Lev N</creatorcontrib><creatorcontrib>Weakley, Timothy J. 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Intermediate σ-vinyl complexes (η5-C5Me5)Pt(σ-C5H3PhR) (R = Ph (14), t-Bu (15)) are also isolated from the reaction mixtures and convert cleanly to the corresponding platinabenzenes in near quantitative yield. 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R</au><au>Haley, Michael M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Platinabenzenes: Synthesis, Properties, and Reactivity Studies of a Rare Class of Metalla-aromatics</atitle><jtitle>Organometallics</jtitle><addtitle>Organometallics</addtitle><date>2009-09-14</date><risdate>2009</risdate><volume>28</volume><issue>17</issue><spage>5183</spage><epage>5190</epage><pages>5183-5190</pages><issn>0276-7333</issn><eissn>1520-6041</eissn><abstract>Lithium−halogen exchange of (Z)-1,2-diphenyl-3-(2-iodoethenyl)cyclopropene (1) and subsequent addition to (η4-1,5-cod)PtCl2 yields the platinabenzene (η5-C5H3Ph2)[PtC5H3Ph2] (7), in which the metallacyclic ring and C5H3Ph2 (Cp′) unit are both derived from the cyclopropene skeleton. Starting instead with (η5-C5Me5)Pt(CO)I, treatment with three nucleophilic (Z)-3-(2-lithiovinyl)cyclopropenes provides platinabenzenes (η5-C5Me5)[PtC5H3PhR] (R = Ph (8), t-Bu (9), Me (10)) in low to modest yield. All platinabenzenes have been fully characterized by NMR spectroscopy and X-ray crystallography. Intermediate σ-vinyl complexes (η5-C5Me5)Pt(σ-C5H3PhR) (R = Ph (14), t-Bu (15)) are also isolated from the reaction mixtures and convert cleanly to the corresponding platinabenzenes in near quantitative yield. Reactivity studies of (η5-C5Me5)[PtC5H3Ph2] with a variety of reagents/conditions are also reported.</abstract><pub>American Chemical Society</pub><doi>10.1021/om900439z</doi><tpages>8</tpages></addata></record> |
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title | Platinabenzenes: Synthesis, Properties, and Reactivity Studies of a Rare Class of Metalla-aromatics |
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