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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/115/04/0273-0280

    • Keywords

       

      Cyclodextrin; 4-nitroveratrole; photoamination

    • Abstract

       

      Photoamination of 4-nitroveratrole in cyclodextrins with the nucleophiles ammonia, methylamine and hexylamine provides a new route to regioselectivity. This method gives a displaced product para to the nitro group as the predominant product, in contrast to the solution reaction wherein the meta-displaced product predominates. This is due to the change in the mechanistic shift fromSN2Ar*, wherein the nitro group is meta-directing, to a mechanism involving electron transfer from the nucleophile to the excited aromatic substrate(SN (ET)Ar*) to give the para-displaced product

    • Author Affiliations

       

      M C Durai Manickam1 K Pitchumani2 C Srinivasan1

      1. Department of Materials Science, Madurai Kamaraj University, Madurai - 625 021, India
      2. School of Chemistry, Madurai Kamaraj University, Madurai - 625 021, India

    • Dates

       
      Published
      August 2003
      Manuscript received
      3 March 2003
      Manuscript revised
      10 June 2003

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