• Title of article

    Dynamic 1H NMR study of 4-methylphenoxyimidoyl azides: conformational or configurational isomerisation?

  • Author/Authors

    Ali Reza Modarresi-Alam، نويسنده , , Hossein Keykha، نويسنده , , Ferydoon Khamooshi، نويسنده , , Hossein A. Dabbagh، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2004
  • Pages
    6
  • From page
    1525
  • To page
    1530
  • Abstract
    Dynamic 1H NMR (500 MHz) investigation of 4-methylphenoxyimidoyl azides (4-CH3–C6H4–O–CN–Y)–N3, Y=4-CH3–C6H4–SO2–, 4-Br–C6H4–SO2–, C6H5SO2–, CH3–SO2–, –CN in acetone-d6 at temperature range of 195–280 K is reported. The observed free energy barrier (almost 12 kcal mol−1) is attributed to conformational isomerisation about the N–S bond for Y=4-CH3–C6H4–SO2–, 4-Br–C6H4–SO2–, C6H5SO2–, CH3–SO2– and (almost 14 kcal mol−1) to configurational isomerisation (E/Z) about CN bond for Y=–CN.
  • Keywords
    Imidoyl azides , E/Z isomerisation , Rotation about the N–S bond , dynamic 1H NMR , Tetrazoles
  • Journal title
    Tetrahedron
  • Serial Year
    2004
  • Journal title
    Tetrahedron
  • Record number

    1084879