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A practical synthesis of novel alpha-dibromoalkyl- and trimethylsilylmethyl-aminoboranes and derivatives

Soyleyici, H. Can; Firinci, Erkan; Eyduran, Fatih; Akbulat, Funda; Sahin, Yuksel


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{
  "DOI": "10.1016/j.saa.2010.12.066", 
  "abstract": "Addition of LDA to a mixture of trimethylborate and dibromomethane in THF at a temperature of -78 degrees C leads to the formation of dibromomethyllithium and its capture by borate ester. CIB(OMe)(2) converts the resulting borate salt to dimethoxy(dibromomethyl)borane 2. N,N-Dimethylamino(methoxy) (dibromomethyl)borane 3 and N,N-bis(dimethylamino)(dibromomethyl)borane 4 were prepared by an amination reaction between N,N-dimethylaminotrimethylsilane and dimethoxy(dibromomethyl)borane 2. To obtain dichlorotrimethylsilylmethylborane 7 not containing the alpha-halomethyl group. N,N-bis(dimethylamino)(trimethylsilylmethyl)borane 5 was first obtained from the reaction of CIB(NMe2)(2) with an organolithium reagent. Dimethoxy(trimethylsilylmethyl)borane 6 was then prepared by methoxylation of compound 5. Finally, compound 7 was prepared by chlorination of 6 using BCl3. The chemical structures of these compounds were determined using C-13, H-1, B-11 NMR and GC/MS/MS techniques. Crown Copyright (C) 2011 Published by Elsevier B.V. All rights reserved.", 
  "author": [
    {
      "family": "Soyleyici", 
      "given": " H. Can"
    }, 
    {
      "family": "Firinci", 
      "given": " Erkan"
    }, 
    {
      "family": "Eyduran", 
      "given": " Fatih"
    }, 
    {
      "family": "Akbulat", 
      "given": " Funda"
    }, 
    {
      "family": "Sahin", 
      "given": " Yuksel"
    }
  ], 
  "container_title": "SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY", 
  "id": "17935", 
  "issue": "3", 
  "issued": {
    "date-parts": [
      [
        2011, 
        1, 
        1
      ]
    ]
  }, 
  "page": "1139-1142", 
  "title": "A practical synthesis of novel alpha-dibromoalkyl- and trimethylsilylmethyl-aminoboranes and derivatives", 
  "type": "article-journal", 
  "volume": "78"
}
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