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dc.creatorKopfer, Alexanderen_US
dc.creatorSam, Brannonen_US
dc.creatorBreit, Bbernharden_US
dc.creatorKrische, Michael J.en_US
dc.date.accessioned2016-09-23T18:04:49Z
dc.date.available2016-09-23T18:04:49Z
dc.date.issued2013-02en_US
dc.identifierdoi:10.15781/T2C24QP48
dc.identifier.citationKöpfer, Alexander, Brannon Sam, Bernhard Breit, and Michael J. Krische. "Regiodivergent reductive coupling of 2-substituted dienes to formaldehyde employing ruthenium or nickel catalyst: hydrohydroxymethylation via transfer hydrogenation." Chemical Science 4, no. 4 (Feb., 2013): 1876-1880.en_US
dc.identifier.issn2041-6520en_US
dc.identifier.urihttp://hdl.handle.net/2152/41022
dc.description.abstractThe regioselective reductive coupling of paraformaldehyde to 2-substituted dienes at positions C1, C2 and C3 was achieved using metal catalysts based on nickel, cationic ruthenium and neutral ruthenium, respectively. Whilst C1 adducts predominate using dienes, silicon- or tin-substituted dienes exhibit C4 regioselectivity - the first time that this regioselectivity has been observed for the coupling of 2-substituted butadienes to aldehydes. Both nickel- and ruthenium-catalyzed processes avoid pyrophoric or mass intensive reducing agents, using paraformaldehyde or isopropanol, respectively. These couplings may be viewed as alternatives to diene hydroformylation, for which regioselective formation of constitutionally isomeric products has not yet been achieved.en_US
dc.description.sponsorshipRobert A. Welch Foundation F-0038en_US
dc.description.sponsorshipNSF-ICC CHE-1021640en_US
dc.description.sponsorshipNSF-DFG BR 1646/6-1en_US
dc.language.isoEnglishen_US
dc.relation.ispartofen_US
dc.rightsAdministrative deposit of works to Texas ScholarWorks: This works author(s) is or was a University faculty member, student or staff member; this article is already available through open access or the publisher allows a PDF version of the article to be freely posted online. The library makes the deposit as a matter of fair use (for scholarly, educational, and research purposes), and to preserve the work and further secure public access to the works of the University.en_US
dc.subjectforming transfer hydrogenationen_US
dc.subjectcarbon quaternary centersen_US
dc.subjectaldehydeen_US
dc.subjectoxidation levelen_US
dc.subjectc bond formationen_US
dc.subjectconjugated dienesen_US
dc.subjectbeta,gamma-unsaturated ketonesen_US
dc.subjectasymmetric hydroformylationen_US
dc.subject1,3-dienesen_US
dc.subjecthomoallylationen_US
dc.subjectcomplexesen_US
dc.subjectchemistry, multidisciplinaryen_US
dc.titleRegiodivergent Reductive Coupling of 2-Substituted Dienes to Formaldehyde Employing Ruthenium or Nickel Catalyst: Hydrohydroxymethylation via Transfer Hydrogenationen_US
dc.typeArticleen_US
dc.description.departmentChemistryen_US
dc.rights.restrictionOpenen_US
dc.identifier.doi10.1039/c3sc22051fen_US
dc.contributor.utaustinauthorSam, Brannonen_US
dc.contributor.utaustinauthorBreit, Bbernharden_US
dc.contributor.utaustinauthorKrische, Michael J.en_US
dc.relation.ispartofserialChemical Scienceen_US


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