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Aromatisation in adducts of alpha-terpinene: Influence of hindered internal rotations

Kaya, Afsin Ahmet; Sengul, Mehmet Emin; Menzek, Abdullah; Kayaardi, Ibrahim; Karakus, Murat; Sahin, Ertan


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        "name": "Kaya, Afsin Ahmet"
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      {
        "affiliation": "Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey", 
        "name": "Sengul, Mehmet Emin"
      }, 
      {
        "affiliation": "Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey", 
        "name": "Menzek, Abdullah"
      }, 
      {
        "affiliation": "Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey", 
        "name": "Kayaardi, Ibrahim"
      }, 
      {
        "affiliation": "Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey", 
        "name": "Karakus, Murat"
      }, 
      {
        "affiliation": "Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey", 
        "name": "Sahin, Ertan"
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    "description": "Each adduct of alpha-terpinene with p-quinone and 1,4-naphthoquinone in Ac(2)O/Et(3)N at 180 C gives two aromatic products, one of which had a distinctive smell formed by the loss of an ethylene group. Here, we report the crystal structure of (1RS, 4RS)-1-isopropyl-4-methyl-1,4-dihydro-1,4-ethanoanthracene-9,10-diyl diacetate. It is crystallised in an orthorhombic space group, Pbca, with cell dimensions a = 10.2899(7), b = 19.7804(9), c = 19.7519(8) angstrom and Z = 8. According to its NMR and X-ray diffraction data, the isopropyl and acetate groups slowly rotate.", 
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      "issue": "9", 
      "pages": "540-544", 
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