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N-ferrocenoyl benzotriazole: A convenient tool for the synthesis of ferrocenoyl esters

Hur, Deniz; Ekti, Sultan Funda; Dal, Hakan


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{
  "DOI": "10.1016/j.jorganchem.2009.11.015", 
  "abstract": "A new synthesis methodology has been presented for the preparation of the ferrocenoyl esters. Ferrocene carboxylic acid was derivatized using direct 1H-benzotriazole/SOCl2 methodology to prepare N-ferrocenoyl benzotriazole as a convenient tool for the functionalization of ferrocene ring. N-ferrocenoyl benzotriazole was reacted with alcohols in mild conditions to prepare ferrocenoyl esters in high purity and in good yield. The solid state structure of benzyl-1-ferrocenoate, 2f, has also been determined by X-ray crystallography. In the crystal structure, intermolecular C-H center dot center dot center dot O hydrogen bonds link the molecules into a two-dimensional network. The pi center dot center dot center dot pi contacts between the cyclopentadiene rings and cyclopentadiene and phenyl rings, [centroid-centroid distances = 3.296(1) and 3.750(1) angstrom] may further stabilize the structure. Two weak C-H center dot center dot center dot pi interactions are also found. (C) 2009 Elsevier B. V. All rights reserved.", 
  "author": [
    {
      "family": "Hur", 
      "given": " Deniz"
    }, 
    {
      "family": "Ekti", 
      "given": " Sultan Funda"
    }, 
    {
      "family": "Dal", 
      "given": " Hakan"
    }
  ], 
  "container_title": "JOURNAL OF ORGANOMETALLIC CHEMISTRY", 
  "id": "26957", 
  "issue": "7", 
  "issued": {
    "date-parts": [
      [
        2010, 
        1, 
        1
      ]
    ]
  }, 
  "page": "1031-1034", 
  "title": "N-ferrocenoyl benzotriazole: A convenient tool for the synthesis of ferrocenoyl esters", 
  "type": "article-journal", 
  "volume": "695"
}
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