The formation and reactions of (η5-carboxycyclopentadienyl)dicarbonylcobalt
Identifieur interne : 002023 ( Istex/Corpus ); précédent : 002022; suivant : 002024The formation and reactions of (η5-carboxycyclopentadienyl)dicarbonylcobalt
Auteurs : William P. Hart ; Dong Shihua ; Marvin D. RauschSource :
- Journal of Organometallic Chemistry [ 0022-328X ] ; 1985.
English descriptors
- KwdEn :
- Alumina, Alumina column, Aluminum chloride, Analytical sample, Anhydrous magnesium sulfate, Broad singlet, Calcd, Carbomethoxycyclopentadiene dimer, Carbonate, Carbonyl, Chem, Chloride, Cyclopentadienide, Cyclopentadienyl ring, Deoxygenated, Deoxygenated water, Derivative, Dicobalt octacarbonyl, Diethyl, Diethyl carbonate, Diethyl ether, Dimethyl carbonate, Ether, Green solution, Hydroxide, Iodine crystals, Mercury overpressure valve, Methylene chloride, Mmol, Organic carbonyl band, Oxalyl chloride, Parent compound, Pentane, Pink solution, Potassium hydroxide, Pseudo triplets, Reaction mixture, Room temperature, Sodium carbethoxycyclopentadienide, Sodium carbomethoxycyclopentadienide, Sodium cyclopentadienide, Torr, Viii.
- Teeft :
- Alumina, Alumina column, Aluminum chloride, Analytical sample, Anhydrous magnesium sulfate, Broad singlet, Calcd, Carbomethoxycyclopentadiene dimer, Carbonate, Carbonyl, Chem, Chloride, Cyclopentadienide, Cyclopentadienyl ring, Deoxygenated, Deoxygenated water, Derivative, Dicobalt octacarbonyl, Diethyl, Diethyl carbonate, Diethyl ether, Dimethyl carbonate, Ether, Green solution, Hydroxide, Iodine crystals, Mercury overpressure valve, Methylene chloride, Mmol, Organic carbonyl band, Oxalyl chloride, Parent compound, Pentane, Pink solution, Potassium hydroxide, Pseudo triplets, Reaction mixture, Room temperature, Sodium carbethoxycyclopentadienide, Sodium carbomethoxycyclopentadienide, Sodium cyclopentadienide, Torr, Viii.
Abstract
Abstract: A reaction between sodium cyclopentadienide and dimethyl carbonate in THF solution produces sodium carbomethoxycyclopentadienide in high yield. The analogous carbethoxy derivative can also be readily prepared starting with diethyl carbonate. Carbomethoxycyclopentadienylthallium has been prepared by cracking carbomethoxycyclopentadiene dimer and passing the unstable monomer into an aqueous mixture of thallium(I) chloride and potassium hydroxide. Reactions of these reagents with mixtures of dicobalt octacarbonyl and iodine in THF solution afford moderate yields of the respective products (η5-carbomethoxycyclopentadienyl)dicarbonylcobalt and (η5-carbethoxycyclopentadienyl)dicarbonylcobalt. (η5-Carboxycyclopentadienyl)dicarbonylcobalt is obtained in 67–74% yield by treatment of either ester with potassium hydroxide in aqueous ethanol followed by acidification. A reaction between this acid and oxalyl chloride in benzene solution produces (η5-chloroformylcyclopentadienyl)dicarbonylcobalt in 67% yield, and the latter reacts readily with ammonia and with aniline to form the respective amide and anilide derivatives. The acid chloride also reacts with ferrocene and aluminum chloride under Friedel-Crafts conditions to afford the bimetallic product (η5-ferrocenoylcyclopentadienyl)dicarbonylcobalt. The IR and 1H NMR spectra of these new functionally-substituted derivatives of (η5-cyclopentadienyl)dicarbonylcobalt are discussed.
Url:
DOI: 10.1016/0022-328X(85)87147-3
Links to Exploration step
ISTEX:9127AFBC81F7041117C64FBE8F320F2C1AAC596ALe document en format XML
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Hart</name><affiliation><mods:affiliation>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</mods:affiliation></affiliation></author><author><name sortKey="Shihua, Dong" sort="Shihua, Dong" uniqKey="Shihua D" first="Dong" last="Shihua">Dong Shihua</name><affiliation><mods:affiliation>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</mods:affiliation></affiliation></author><author><name sortKey="Rausch, Marvin D" sort="Rausch, Marvin D" uniqKey="Rausch M" first="Marvin D." last="Rausch">Marvin D. Rausch</name><affiliation><mods:affiliation>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</mods:affiliation></affiliation></author></analytic><monogr></monogr><series><title level="j">Journal of Organometallic Chemistry</title><title level="j" type="abbrev">JOM</title><idno type="ISSN">0022-328X</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="1985">1985</date><biblScope unit="volume">282</biblScope><biblScope unit="issue">1</biblScope><biblScope unit="page" from="111">111</biblScope><biblScope unit="page" to="121">121</biblScope></imprint><idno type="ISSN">0022-328X</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0022-328X</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Alumina</term><term>Alumina column</term><term>Aluminum chloride</term><term>Analytical sample</term><term>Anhydrous magnesium sulfate</term><term>Broad singlet</term><term>Calcd</term><term>Carbomethoxycyclopentadiene dimer</term><term>Carbonate</term><term>Carbonyl</term><term>Chem</term><term>Chloride</term><term>Cyclopentadienide</term><term>Cyclopentadienyl ring</term><term>Deoxygenated</term><term>Deoxygenated water</term><term>Derivative</term><term>Dicobalt octacarbonyl</term><term>Diethyl</term><term>Diethyl carbonate</term><term>Diethyl ether</term><term>Dimethyl carbonate</term><term>Ether</term><term>Green solution</term><term>Hydroxide</term><term>Iodine crystals</term><term>Mercury overpressure valve</term><term>Methylene chloride</term><term>Mmol</term><term>Organic carbonyl band</term><term>Oxalyl chloride</term><term>Parent compound</term><term>Pentane</term><term>Pink solution</term><term>Potassium hydroxide</term><term>Pseudo triplets</term><term>Reaction mixture</term><term>Room temperature</term><term>Sodium carbethoxycyclopentadienide</term><term>Sodium carbomethoxycyclopentadienide</term><term>Sodium cyclopentadienide</term><term>Torr</term><term>Viii</term></keywords><keywords scheme="Teeft" xml:lang="en"><term>Alumina</term><term>Alumina column</term><term>Aluminum chloride</term><term>Analytical sample</term><term>Anhydrous magnesium sulfate</term><term>Broad singlet</term><term>Calcd</term><term>Carbomethoxycyclopentadiene dimer</term><term>Carbonate</term><term>Carbonyl</term><term>Chem</term><term>Chloride</term><term>Cyclopentadienide</term><term>Cyclopentadienyl ring</term><term>Deoxygenated</term><term>Deoxygenated water</term><term>Derivative</term><term>Dicobalt octacarbonyl</term><term>Diethyl</term><term>Diethyl carbonate</term><term>Diethyl ether</term><term>Dimethyl carbonate</term><term>Ether</term><term>Green solution</term><term>Hydroxide</term><term>Iodine crystals</term><term>Mercury overpressure valve</term><term>Methylene chloride</term><term>Mmol</term><term>Organic carbonyl band</term><term>Oxalyl chloride</term><term>Parent compound</term><term>Pentane</term><term>Pink solution</term><term>Potassium hydroxide</term><term>Pseudo triplets</term><term>Reaction mixture</term><term>Room temperature</term><term>Sodium carbethoxycyclopentadienide</term><term>Sodium carbomethoxycyclopentadienide</term><term>Sodium cyclopentadienide</term><term>Torr</term><term>Viii</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Abstract: A reaction between sodium cyclopentadienide and dimethyl carbonate in THF solution produces sodium carbomethoxycyclopentadienide in high yield. The analogous carbethoxy derivative can also be readily prepared starting with diethyl carbonate. Carbomethoxycyclopentadienylthallium has been prepared by cracking carbomethoxycyclopentadiene dimer and passing the unstable monomer into an aqueous mixture of thallium(I) chloride and potassium hydroxide. Reactions of these reagents with mixtures of dicobalt octacarbonyl and iodine in THF solution afford moderate yields of the respective products (η5-carbomethoxycyclopentadienyl)dicarbonylcobalt and (η5-carbethoxycyclopentadienyl)dicarbonylcobalt. (η5-Carboxycyclopentadienyl)dicarbonylcobalt is obtained in 67–74% yield by treatment of either ester with potassium hydroxide in aqueous ethanol followed by acidification. A reaction between this acid and oxalyl chloride in benzene solution produces (η5-chloroformylcyclopentadienyl)dicarbonylcobalt in 67% yield, and the latter reacts readily with ammonia and with aniline to form the respective amide and anilide derivatives. The acid chloride also reacts with ferrocene and aluminum chloride under Friedel-Crafts conditions to afford the bimetallic product (η5-ferrocenoylcyclopentadienyl)dicarbonylcobalt. The IR and 1H NMR spectra of these new functionally-substituted derivatives of (η5-cyclopentadienyl)dicarbonylcobalt are discussed.</div></front></TEI><istex><corpusName>elsevier</corpusName><keywords><teeft><json:string>mmol</json:string><json:string>diethyl</json:string><json:string>alumina</json:string><json:string>viii</json:string><json:string>chem</json:string><json:string>diethyl ether</json:string><json:string>carbonyl</json:string><json:string>pentane</json:string><json:string>reaction mixture</json:string><json:string>calcd</json:string><json:string>carbonate</json:string><json:string>torr</json:string><json:string>hydroxide</json:string><json:string>ether</json:string><json:string>cyclopentadienide</json:string><json:string>deoxygenated</json:string><json:string>potassium hydroxide</json:string><json:string>room temperature</json:string><json:string>analytical sample</json:string><json:string>pseudo triplets</json:string><json:string>deoxygenated water</json:string><json:string>sodium cyclopentadienide</json:string><json:string>sodium carbomethoxycyclopentadienide</json:string><json:string>carbomethoxycyclopentadiene dimer</json:string><json:string>dicobalt octacarbonyl</json:string><json:string>oxalyl chloride</json:string><json:string>anhydrous magnesium sulfate</json:string><json:string>dimethyl carbonate</json:string><json:string>alumina column</json:string><json:string>aluminum chloride</json:string><json:string>methylene chloride</json:string><json:string>diethyl carbonate</json:string><json:string>derivative</json:string><json:string>cyclopentadienyl ring</json:string><json:string>mercury overpressure valve</json:string><json:string>iodine crystals</json:string><json:string>green solution</json:string><json:string>sodium carbethoxycyclopentadienide</json:string><json:string>broad singlet</json:string><json:string>organic carbonyl band</json:string><json:string>parent compound</json:string><json:string>pink solution</json:string><json:string>chloride</json:string></teeft></keywords><author><json:item><name>William P. Hart</name><affiliations><json:string>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</json:string></affiliations></json:item><json:item><name>Dong Shihua</name><affiliations><json:string>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</json:string></affiliations></json:item><json:item><name>Marvin D. Rausch</name><affiliations><json:string>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</json:string></affiliations></json:item></author><language><json:string>eng</json:string></language><originalGenre><json:string>Full-length article</json:string></originalGenre><abstract>A reaction between sodium cyclopentadienide and dimethyl carbonate in THF solution produces sodium carbomethoxycyclopentadienide in high yield. The analogous carbethoxy derivative can also be readily prepared starting with diethyl carbonate. Carbomethoxycyclopentadienylthallium has been prepared by cracking carbomethoxycyclopentadiene dimer and passing the unstable monomer into an aqueous mixture of thallium(I) chloride and potassium hydroxide. Reactions of these reagents with mixtures of dicobalt octacarbonyl and iodine in THF solution afford moderate yields of the respective products (η5-carbomethoxycyclopentadienyl)dicarbonylcobalt and (η5-carbethoxycyclopentadienyl)dicarbonylcobalt. (η5-Carboxycyclopentadienyl)dicarbonylcobalt is obtained in 67–74% yield by treatment of either ester with potassium hydroxide in aqueous ethanol followed by acidification. A reaction between this acid and oxalyl chloride in benzene solution produces (η5-chloroformylcyclopentadienyl)dicarbonylcobalt in 67% yield, and the latter reacts readily with ammonia and with aniline to form the respective amide and anilide derivatives. The acid chloride also reacts with ferrocene and aluminum chloride under Friedel-Crafts conditions to afford the bimetallic product (η5-ferrocenoylcyclopentadienyl)dicarbonylcobalt. The IR and 1H NMR spectra of these new functionally-substituted derivatives of (η5-cyclopentadienyl)dicarbonylcobalt are discussed.</abstract><qualityIndicators><score>6.141</score><pdfVersion>1.2</pdfVersion><pdfPageSize>468 x 684 pts</pdfPageSize><refBibsNative>true</refBibsNative><keywordCount>0</keywordCount><abstractCharCount>1438</abstractCharCount><pdfWordCount>4161</pdfWordCount><pdfCharCount>26778</pdfCharCount><pdfPageCount>11</pdfPageCount><abstractWordCount>165</abstractWordCount></qualityIndicators><title>The formation and reactions of (η5-carboxycyclopentadienyl)dicarbonylcobalt</title><pii><json:string>0022-328X(85)87147-3</json:string></pii><genre><json:string>research-article</json:string></genre><host><title>Journal of Organometallic Chemistry</title><language><json:string>unknown</json:string></language><publicationDate>1985</publicationDate><issn><json:string>0022-328X</json:string></issn><pii><json:string>S0022-328X(00)X1094-7</json:string></pii><volume>282</volume><issue>1</issue><pages><first>111</first><last>121</last></pages><genre><json:string>journal</json:string></genre></host><categories><wos><json:string>science</json:string><json:string>chemistry, organic</json:string><json:string>chemistry, inorganic & nuclear</json:string></wos><scienceMetrix><json:string>natural sciences</json:string><json:string>chemistry</json:string><json:string>organic chemistry</json:string></scienceMetrix><inist><json:string>sciences appliquees, technologies et medecines</json:string><json:string>sciences biologiques et medicales</json:string><json:string>sciences biologiques fondamentales et appliquees. psychologie</json:string><json:string>vertebres: systeme cardiovasculaire</json:string></inist></categories><publicationDate>1985</publicationDate><copyrightDate>1985</copyrightDate><doi><json:string>10.1016/0022-328X(85)87147-3</json:string></doi><id>9127AFBC81F7041117C64FBE8F320F2C1AAC596A</id><score>1</score><fulltext><json:item><extension>pdf</extension><original>true</original><mimetype>application/pdf</mimetype><uri>https://api.istex.fr/document/9127AFBC81F7041117C64FBE8F320F2C1AAC596A/fulltext/pdf</uri></json:item><json:item><extension>zip</extension><original>false</original><mimetype>application/zip</mimetype><uri>https://api.istex.fr/document/9127AFBC81F7041117C64FBE8F320F2C1AAC596A/fulltext/zip</uri></json:item><istex:fulltextTEI uri="https://api.istex.fr/document/9127AFBC81F7041117C64FBE8F320F2C1AAC596A/fulltext/tei"><teiHeader><fileDesc><titleStmt><title level="a">The formation and reactions of (η5-carboxycyclopentadienyl)dicarbonylcobalt</title></titleStmt><publicationStmt><authority>ISTEX</authority><publisher>ELSEVIER</publisher><availability><p>ELSEVIER</p></availability><date>1985</date></publicationStmt><sourceDesc><biblStruct type="inbook"><analytic><title level="a">The formation and reactions of (η5-carboxycyclopentadienyl)dicarbonylcobalt</title><author xml:id="author-0000"><persName><forename type="first">William P.</forename><surname>Hart</surname></persName><affiliation>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</affiliation></author><author xml:id="author-0001"><persName><forename type="first">Dong</forename><surname>Shihua</surname></persName><affiliation>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</affiliation></author><author xml:id="author-0002"><persName><forename type="first">Marvin D.</forename><surname>Rausch</surname></persName><affiliation>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</affiliation></author><idno type="istex">9127AFBC81F7041117C64FBE8F320F2C1AAC596A</idno><idno type="DOI">10.1016/0022-328X(85)87147-3</idno><idno type="PII">0022-328X(85)87147-3</idno></analytic><monogr><title level="j">Journal of Organometallic Chemistry</title><title level="j" type="abbrev">JOM</title><idno type="pISSN">0022-328X</idno><idno type="PII">S0022-328X(00)X1094-7</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="1985"></date><biblScope unit="volume">282</biblScope><biblScope unit="issue">1</biblScope><biblScope unit="page" from="111">111</biblScope><biblScope unit="page" to="121">121</biblScope></imprint></monogr></biblStruct></sourceDesc></fileDesc><profileDesc><creation><date>1985</date></creation><langUsage><language ident="en">en</language></langUsage><abstract xml:lang="en"><p>A reaction between sodium cyclopentadienide and dimethyl carbonate in THF solution produces sodium carbomethoxycyclopentadienide in high yield. The analogous carbethoxy derivative can also be readily prepared starting with diethyl carbonate. Carbomethoxycyclopentadienylthallium has been prepared by cracking carbomethoxycyclopentadiene dimer and passing the unstable monomer into an aqueous mixture of thallium(I) chloride and potassium hydroxide. Reactions of these reagents with mixtures of dicobalt octacarbonyl and iodine in THF solution afford moderate yields of the respective products (η5-carbomethoxycyclopentadienyl)dicarbonylcobalt and (η5-carbethoxycyclopentadienyl)dicarbonylcobalt. (η5-Carboxycyclopentadienyl)dicarbonylcobalt is obtained in 67–74% yield by treatment of either ester with potassium hydroxide in aqueous ethanol followed by acidification. A reaction between this acid and oxalyl chloride in benzene solution produces (η5-chloroformylcyclopentadienyl)dicarbonylcobalt in 67% yield, and the latter reacts readily with ammonia and with aniline to form the respective amide and anilide derivatives. The acid chloride also reacts with ferrocene and aluminum chloride under Friedel-Crafts conditions to afford the bimetallic product (η5-ferrocenoylcyclopentadienyl)dicarbonylcobalt. The IR and 1H NMR spectra of these new functionally-substituted derivatives of (η5-cyclopentadienyl)dicarbonylcobalt are discussed.</p></abstract></profileDesc><revisionDesc><change when="1985">Published</change></revisionDesc></teiHeader></istex:fulltextTEI><json:item><extension>txt</extension><original>false</original><mimetype>text/plain</mimetype><uri>https://api.istex.fr/document/9127AFBC81F7041117C64FBE8F320F2C1AAC596A/fulltext/txt</uri></json:item></fulltext><metadata><istex:metadataXml wicri:clean="Elsevier, elements deleted: tail"><istex:xmlDeclaration>version="1.0" encoding="utf-8"</istex:xmlDeclaration><istex:docType PUBLIC="-//ES//DTD journal article DTD version 4.5.2//EN//XML" URI="art452.dtd" name="istex:docType"></istex:docType><istex:document><converted-article version="4.5.2" docsubtype="fla"><item-info><jid>JOM</jid><aid>85871473</aid><ce:pii>0022-328X(85)87147-3</ce:pii><ce:doi>10.1016/0022-328X(85)87147-3</ce:doi><ce:copyright type="unknown" year="1985"></ce:copyright></item-info><head><ce:title>The formation and reactions of (η<ce:sup>5</ce:sup>-carboxycyclopentadienyl)dicarbonylcobalt</ce:title><ce:author-group><ce:author><ce:given-name>William P.</ce:given-name><ce:surname>Hart</ce:surname></ce:author><ce:author><ce:given-name>Dong</ce:given-name><ce:surname>Shihua</ce:surname></ce:author><ce:author><ce:given-name>Marvin D.</ce:given-name><ce:surname>Rausch</ce:surname><ce:ranking><ce:sup>∗</ce:sup></ce:ranking></ce:author><ce:affiliation><ce:textfn>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</ce:textfn></ce:affiliation></ce:author-group><ce:date-received day="6" month="8" year="1984"></ce:date-received><ce:abstract><ce:section-title>Abstract</ce:section-title><ce:abstract-sec><ce:simple-para>A reaction between sodium cyclopentadienide and dimethyl carbonate in THF solution produces sodium carbomethoxycyclopentadienide in high yield. The analogous carbethoxy derivative can also be readily prepared starting with diethyl carbonate. Carbomethoxycyclopentadienylthallium has been prepared by cracking carbomethoxycyclopentadiene dimer and passing the unstable monomer into an aqueous mixture of thallium(I) chloride and potassium hydroxide. Reactions of these reagents with mixtures of dicobalt octacarbonyl and iodine in THF solution afford moderate yields of the respective products (η<ce:sup>5</ce:sup>-carbomethoxycyclopentadienyl)dicarbonylcobalt and (η<ce:sup>5</ce:sup>-carbethoxycyclopentadienyl)dicarbonylcobalt. (η<ce:sup>5</ce:sup>-Carboxycyclopentadienyl)dicarbonylcobalt is obtained in 67–74% yield by treatment of either ester with potassium hydroxide in aqueous ethanol followed by acidification. A reaction between this acid and oxalyl chloride in benzene solution produces (η<ce:sup>5</ce:sup>-chloroformylcyclopentadienyl)dicarbonylcobalt in 67% yield, and the latter reacts readily with ammonia and with aniline to form the respective amide and anilide derivatives. The acid chloride also reacts with ferrocene and aluminum chloride under Friedel-Crafts conditions to afford the bimetallic product (η<ce:sup>5</ce:sup>-ferrocenoylcyclopentadienyl)dicarbonylcobalt. The IR and <ce:sup loc="pre">1</ce:sup>H NMR spectra of these new functionally-substituted derivatives of (η<ce:sup>5</ce:sup>-cyclopentadienyl)dicarbonylcobalt are discussed.</ce:simple-para></ce:abstract-sec></ce:abstract></head></converted-article></istex:document></istex:metadataXml><mods version="3.6"><titleInfo><title>The formation and reactions of (η5-carboxycyclopentadienyl)dicarbonylcobalt</title></titleInfo><titleInfo type="alternative" contentType="CDATA"><title>The formation and reactions of (η</title></titleInfo><name type="personal"><namePart type="given">William P.</namePart><namePart type="family">Hart</namePart><affiliation>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Dong</namePart><namePart type="family">Shihua</namePart><affiliation>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Marvin D.</namePart><namePart type="family">Rausch</namePart><affiliation>Department of Chemistry, University of Massachusetts, Amherst, MA 01003 U.S.A.</affiliation><role><roleTerm type="text">author</roleTerm></role></name><typeOfResource>text</typeOfResource><genre type="research-article" displayLabel="Full-length article" authority="ISTEX" authorityURI="https://content-type.data.istex.fr" valueURI="https://content-type.data.istex.fr/ark:/67375/XTP-1JC4F85T-7">research-article</genre><originInfo><publisher>ELSEVIER</publisher><dateIssued encoding="w3cdtf">1985</dateIssued><copyrightDate encoding="w3cdtf">1985</copyrightDate></originInfo><language><languageTerm type="code" authority="iso639-2b">eng</languageTerm><languageTerm type="code" authority="rfc3066">en</languageTerm></language><abstract lang="en">Abstract: A reaction between sodium cyclopentadienide and dimethyl carbonate in THF solution produces sodium carbomethoxycyclopentadienide in high yield. The analogous carbethoxy derivative can also be readily prepared starting with diethyl carbonate. Carbomethoxycyclopentadienylthallium has been prepared by cracking carbomethoxycyclopentadiene dimer and passing the unstable monomer into an aqueous mixture of thallium(I) chloride and potassium hydroxide. Reactions of these reagents with mixtures of dicobalt octacarbonyl and iodine in THF solution afford moderate yields of the respective products (η5-carbomethoxycyclopentadienyl)dicarbonylcobalt and (η5-carbethoxycyclopentadienyl)dicarbonylcobalt. (η5-Carboxycyclopentadienyl)dicarbonylcobalt is obtained in 67–74% yield by treatment of either ester with potassium hydroxide in aqueous ethanol followed by acidification. A reaction between this acid and oxalyl chloride in benzene solution produces (η5-chloroformylcyclopentadienyl)dicarbonylcobalt in 67% yield, and the latter reacts readily with ammonia and with aniline to form the respective amide and anilide derivatives. The acid chloride also reacts with ferrocene and aluminum chloride under Friedel-Crafts conditions to afford the bimetallic product (η5-ferrocenoylcyclopentadienyl)dicarbonylcobalt. The IR and 1H NMR spectra of these new functionally-substituted derivatives of (η5-cyclopentadienyl)dicarbonylcobalt are discussed.</abstract><relatedItem type="host"><titleInfo><title>Journal of Organometallic Chemistry</title></titleInfo><titleInfo type="abbreviated"><title>JOM</title></titleInfo><genre type="journal" authority="ISTEX" authorityURI="https://publication-type.data.istex.fr" valueURI="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</genre><originInfo><publisher>ELSEVIER</publisher><dateIssued encoding="w3cdtf">19850226</dateIssued></originInfo><identifier type="ISSN">0022-328X</identifier><identifier type="PII">S0022-328X(00)X1094-7</identifier><part><date>19850226</date><detail type="volume"><number>282</number><caption>vol.</caption></detail><detail type="issue"><number>1</number><caption>no.</caption></detail><extent unit="issue-pages"><start>C1</start><end>C30</end></extent><extent unit="issue-pages"><start>1</start><end>148</end></extent><extent unit="pages"><start>111</start><end>121</end></extent></part></relatedItem><identifier type="istex">9127AFBC81F7041117C64FBE8F320F2C1AAC596A</identifier><identifier type="ark">ark:/67375/6H6-B5LG3G3G-P</identifier><identifier type="DOI">10.1016/0022-328X(85)87147-3</identifier><identifier type="PII">0022-328X(85)87147-3</identifier><recordInfo><recordContentSource authority="ISTEX" authorityURI="https://loaded-corpus.data.istex.fr" valueURI="https://loaded-corpus.data.istex.fr/ark:/67375/XBH-HKKZVM7B-M">elsevier</recordContentSource></recordInfo></mods><json:item><extension>json</extension><original>false</original><mimetype>application/json</mimetype><uri>https://api.istex.fr/document/9127AFBC81F7041117C64FBE8F320F2C1AAC596A/metadata/json</uri></json:item></metadata><serie></serie></istex></record>Pour manipuler ce document sous Unix (Dilib)
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