Oxidative addition/decarbonylation of α,ω-alkanedioyl dichlorides. Metallacycle formation via intramolecular reductive cyclization of a pendant acid chloride with samarium(II) iodide
Controlled oxidative addition and decarbonylation at one end of {alpha},{omega}-alkanedioyl dichlorides is reported with (Ph{sub 3}P){sub 2}Ir(N{sub 2})Cl, giving Ir(III) alkyl complexes bearing a pendant acid chloride functionality. The use of the dinitrogen complex enables suppression of competiti...
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| Veröffentlicht in: | Organometallics 1990-06, Vol.9 (6), p.1713-1715 |
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| container_title | Organometallics |
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| creator | ZIZELMAN, P. M STRYKER, J. M |
| description | Controlled oxidative addition and decarbonylation at one end of {alpha},{omega}-alkanedioyl dichlorides is reported with (Ph{sub 3}P){sub 2}Ir(N{sub 2})Cl, giving Ir(III) alkyl complexes bearing a pendant acid chloride functionality. The use of the dinitrogen complex enables suppression of competitive intramolecular lactonization processes. Use of 2 equiv of samarium(II) diiodide uniquely promotes intramolecular reductive cyclometalation of one of these complexes, forming a cyclic acyl complex. This cyclization is highly sensitive to both electronic factors in the substrate and the nature and stoichiometry of the reducing agent. |
| doi_str_mv | 10.1021/om00156a004 |
| format | Article |
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M</creatorcontrib><creatorcontrib>STRYKER, J. M</creatorcontrib><title>Oxidative addition/decarbonylation of α,ω-alkanedioyl dichlorides. Metallacycle formation via intramolecular reductive cyclization of a pendant acid chloride with samarium(II) iodide</title><title>Organometallics</title><description>Controlled oxidative addition and decarbonylation at one end of {alpha},{omega}-alkanedioyl dichlorides is reported with (Ph{sub 3}P){sub 2}Ir(N{sub 2})Cl, giving Ir(III) alkyl complexes bearing a pendant acid chloride functionality. The use of the dinitrogen complex enables suppression of competitive intramolecular lactonization processes. Use of 2 equiv of samarium(II) diiodide uniquely promotes intramolecular reductive cyclometalation of one of these complexes, forming a cyclic acyl complex. 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M</creatorcontrib><creatorcontrib>STRYKER, J. M</creatorcontrib><collection>Pascal-Francis</collection><collection>OSTI.GOV</collection><jtitle>Organometallics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>ZIZELMAN, P. M</au><au>STRYKER, J. M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Oxidative addition/decarbonylation of α,ω-alkanedioyl dichlorides. Metallacycle formation via intramolecular reductive cyclization of a pendant acid chloride with samarium(II) iodide</atitle><jtitle>Organometallics</jtitle><date>1990-06-01</date><risdate>1990</risdate><volume>9</volume><issue>6</issue><spage>1713</spage><epage>1715</epage><pages>1713-1715</pages><issn>0276-7333</issn><eissn>1520-6041</eissn><coden>ORGND7</coden><abstract>Controlled oxidative addition and decarbonylation at one end of {alpha},{omega}-alkanedioyl dichlorides is reported with (Ph{sub 3}P){sub 2}Ir(N{sub 2})Cl, giving Ir(III) alkyl complexes bearing a pendant acid chloride functionality. The use of the dinitrogen complex enables suppression of competitive intramolecular lactonization processes. Use of 2 equiv of samarium(II) diiodide uniquely promotes intramolecular reductive cyclometalation of one of these complexes, forming a cyclic acyl complex. This cyclization is highly sensitive to both electronic factors in the substrate and the nature and stoichiometry of the reducing agent.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/om00156a004</doi><tpages>3</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0276-7333 |
| ispartof | Organometallics, 1990-06, Vol.9 (6), p.1713-1715 |
| issn | 0276-7333 1520-6041 |
| language | eng |
| recordid | cdi_osti_scitechconnect_6379757 |
| source | American Chemical Society Journals |
| subjects | 400201 - Chemical & Physicochemical Properties Chemistry CHLORIDES CHLORINE COMPOUNDS COMPLEXES DATA ANALYSIS Exact sciences and technology HALIDES HALOGEN COMPOUNDS INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY IODIDES IODINE COMPOUNDS IRIDIUM COMPLEXES MEASURING INSTRUMENTS MEASURING METHODS Organic chemistry Organometalloidal and organometallic compounds Preparations and properties RARE EARTH COMPOUNDS SAMARIUM COMPOUNDS SAMARIUM IODIDES SYNTHESIS TRANSITION ELEMENT COMPLEXES Transition metals derivatives |
| title | Oxidative addition/decarbonylation of α,ω-alkanedioyl dichlorides. Metallacycle formation via intramolecular reductive cyclization of a pendant acid chloride with samarium(II) iodide |
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