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1,3 dipole

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1,3-dipole

In organic chemistry, a 1,3-dipolar compound or 1,3-dipole is a dipolar compound with delocalized electrons and a separation of charge over three atoms. They are reactants in 1,3-dipolar cycloadditions.

Known 1,3-dipoles are:

  • Azides (RN3)
  • Ozone (O3)
  • Nitro compounds (RNO2)
  • Diazo compounds (R2CN2)
  • Some oxides
  • Azoxide compounds (RN(O)NR)
  • Carbonyl oxides (Criegee zwitterions)
  • Nitrile oxides (RCN-O)
  • Nitrous oxide (N2O)
  • Nitrones (R2CN(R)O)
  • Some imines:
  • Azomethine imine
  • Nitrilimines (RCN-NR, analogous to nitrile oxide)
  • Carbonyl imines
  • Some ylides
  • Azomethine ylide
  • Nitrile ylide (RCNCR'2)
  • Carbonyl ylide
  • Thiosulfines (R2CSS)
  • References

    1,3-dipole Wikipedia


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