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

JSON

{
  "conceptrecid": "21446", 
  "created": "2021-03-15T10:48:39.245297+00:00", 
  "doi": "10.1021/jo200201r", 
  "files": [
    {
      "bucket": "873aaa8f-9979-4ce6-af55-1844c2c647bf", 
      "checksum": "md5:e4182057fa17dd82a2889f1f4a0e811b", 
      "key": "bib-94aa3988-6590-461b-bbf6-42115e450f84.txt", 
      "links": {
        "self": "https://aperta.ulakbim.gov.tr/api/files/873aaa8f-9979-4ce6-af55-1844c2c647bf/bib-94aa3988-6590-461b-bbf6-42115e450f84.txt"
      }, 
      "size": 291, 
      "type": "txt"
    }
  ], 
  "id": 21447, 
  "links": {
    "badge": "https://aperta.ulakbim.gov.tr/badge/doi/10.1021/jo200201r.svg", 
    "bucket": "https://aperta.ulakbim.gov.tr/api/files/873aaa8f-9979-4ce6-af55-1844c2c647bf", 
    "doi": "https://doi.org/10.1021/jo200201r", 
    "html": "https://aperta.ulakbim.gov.tr/record/21447", 
    "latest": "https://aperta.ulakbim.gov.tr/api/records/21447", 
    "latest_html": "https://aperta.ulakbim.gov.tr/record/21447"
  }, 
  "metadata": {
    "access_right": "open", 
    "access_right_category": "success", 
    "communities": [
      {
        "id": "tubitak-destekli-proje-yayinlari"
      }
    ], 
    "creators": [
      {
        "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
        "name": "Ucuncu, Muhammed"
      }, 
      {
        "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
        "name": "Karakus, Erman"
      }, 
      {
        "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
        "name": "Kus, Melih"
      }, 
      {
        "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
        "name": "Akpinar, Gurkan Eray"
      }, 
      {
        "affiliation": "Dortmund Univ Technol, D-44227 Dortmund, Germany", 
        "name": "Aksin-Artok, Oezge"
      }, 
      {
        "affiliation": "Dortmund Univ Technol, D-44227 Dortmund, Germany", 
        "name": "Krause, Norbert"
      }, 
      {
        "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
        "name": "Karaca, Sila"
      }, 
      {
        "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
        "name": "Elmaci, Nuran"
      }, 
      {
        "affiliation": "Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey", 
        "name": "Artok, Levent"
      }
    ], 
    "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.", 
    "doi": "10.1021/jo200201r", 
    "has_grant": false, 
    "journal": {
      "issue": "15", 
      "pages": "5959-5971", 
      "title": "JOURNAL OF ORGANIC CHEMISTRY", 
      "volume": "76"
    }, 
    "license": {
      "id": "cc-by"
    }, 
    "publication_date": "2011-01-01", 
    "relations": {
      "version": [
        {
          "count": 1, 
          "index": 0, 
          "is_last": true, 
          "last_child": {
            "pid_type": "recid", 
            "pid_value": "21447"
          }, 
          "parent": {
            "pid_type": "recid", 
            "pid_value": "21446"
          }
        }
      ]
    }, 
    "resource_type": {
      "subtype": "article", 
      "title": "Dergi makalesi", 
      "type": "publication"
    }, 
    "title": "Rhodium- and Palladium-Catalyzed 1,5-Substitution Reactions of 2-En-4-yne Acetates and Carbonates with Organoboronic Acids"
  }, 
  "owners": [
    1
  ], 
  "revision": 1, 
  "stats": {
    "downloads": 8.0, 
    "unique_downloads": 8.0, 
    "unique_views": 18.0, 
    "version_downloads": 8.0, 
    "version_unique_downloads": 8.0, 
    "version_unique_views": 18.0, 
    "version_views": 18.0, 
    "version_volume": 2328.0, 
    "views": 18.0, 
    "volume": 2328.0
  }, 
  "updated": "2021-03-15T10:48:39.297529+00:00"
}