1 Ocak 2011 Dergi makalesi Açık Erişim

Ucuncu, Muhammed; Karakus, Erman; Kus, Melih; Akpinar, Gurkan Eray; Aksin-Artok, Oezge; Krause, Norbert; Karaca, Sila; Elmaci, Nuran; Artok, Levent

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{
  "@context": "https://schema.org/", 
  "@id": 21447, 
  "@type": "ScholarlyArticle", 
  "creator": [
    {
      "@type": "Person", 
      "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
      "name": "Ucuncu, Muhammed"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
      "name": "Karakus, Erman"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
      "name": "Kus, Melih"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
      "name": "Akpinar, Gurkan Eray"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Dortmund Univ Technol, D-44227 Dortmund, Germany", 
      "name": "Aksin-Artok, Oezge"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Dortmund Univ Technol, D-44227 Dortmund, Germany", 
      "name": "Krause, Norbert"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
      "name": "Karaca, Sila"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
      "name": "Elmaci, Nuran"
    }, 
    {
      "@type": "Person", 
      "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
      "name": "Artok, Levent"
    }
  ], 
  "datePublished": "2011-01-01", 
  "description": "Two methods involving the rhodium-catalyzed reaction of 2-en-4-yne acetates and the palladium-catalyzed reaction of 2-en-4-yne carbonates with organoboronic acids were investigated; both afforded exclusively the (E)-configured vinylallenes. The coordinative interaction of the rhodium with the acetate group promoted the delta-elimination of Rh(I)-OAc from the alkenylrhodium intermediate II in both syn and anti modes, with the syn-elimination being the major path. DFT calculations revealed that a conformer of this intermediate (II), which can lead to the (E)-configured vinylallene product via the syn-elimination mode, is energetically the most favorable conformer. The rhodium-catalyzed procedure is not applicable to reactions involving (E)-configured enyne acetates, because the geometry of the alkenylrhodium intermediate that is derived from the corresponding (E)-enyne acetate would not allow such coordinative interaction to occur, The palladium-catalyzed method, which proceeds through formation of the c-vinylallenylpalladium intermediate, B, is suitable for both the (E)- and (Z)-configured enyne carbonates and appears to have a wider scope for both organoboronic acids and enyne substrates. The palladium-catalyzed reaction of an enantiomerically enriched enyne carbonate proceeded with racemization.", 
  "headline": "Rhodium- and Palladium-Catalyzed 1,5-Substitution Reactions of 2-En-4-yne Acetates and Carbonates with Organoboronic Acids", 
  "identifier": 21447, 
  "image": "https://aperta.ulakbim.gov.tr/static/img/logo/aperta_logo_with_icon.svg", 
  "license": "http://www.opendefinition.org/licenses/cc-by", 
  "name": "Rhodium- and Palladium-Catalyzed 1,5-Substitution Reactions of 2-En-4-yne Acetates and Carbonates with Organoboronic Acids", 
  "url": "https://aperta.ulakbim.gov.tr/record/21447"
}