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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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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/17935</identifier>
  <creators>
    <creator>
      <creatorName>Soyleyici, H. Can</creatorName>
      <givenName>H. Can</givenName>
      <familyName>Soyleyici</familyName>
      <affiliation>Adnan Menderes Univ, Dept Chem, TR-09010 Aydin, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Firinci, Erkan</creatorName>
      <givenName>Erkan</givenName>
      <familyName>Firinci</familyName>
      <affiliation>Adnan Menderes Univ, Dept Chem, TR-09010 Aydin, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Eyduran, Fatih</creatorName>
      <givenName>Fatih</givenName>
      <familyName>Eyduran</familyName>
      <affiliation>Adnan Menderes Univ, Dept Chem, TR-09010 Aydin, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Akbulat, Funda</creatorName>
      <givenName>Funda</givenName>
      <familyName>Akbulat</familyName>
      <affiliation>Adnan Menderes Univ, Dept Chem, TR-09010 Aydin, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Sahin, Yuksel</creatorName>
      <givenName>Yuksel</givenName>
      <familyName>Sahin</familyName>
      <affiliation>Adnan Menderes Univ, Dept Chem, TR-09010 Aydin, Turkey</affiliation>
    </creator>
  </creators>
  <titles>
    <title>A Practical Synthesis Of Novel Alpha-Dibromoalkyl- And Trimethylsilylmethyl-Aminoboranes And Derivatives</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2011</publicationYear>
  <dates>
    <date dateType="Issued">2011-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/17935</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1016/j.saa.2010.12.066</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
  </rightsList>
  <descriptions>
    <description descriptionType="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.</description>
  </descriptions>
</resource>
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