Functionalization of Phenyl Rings by Imidoylnitrenes. 3 The Effects of Resonance Steric and Inductive Properties on the Reactivity or Selectivity of Nitrenes and the Stability of their Precursors

摘要

The thermal decomposition of imidoyl azides (ArO-C=N-Z)-N3, (Ar = p-NO2-C6H4-, p-Br-C6H4-, p-Cl-C6H4-, p-C6H5-, p-CH3-C6H4-, 2,4-dimethyl-C6H3-, 2,4,6-trimethyl-C6H₂-, p-CH₃O-C₆H₄- and Z = p-CH₃-C₆H₄-SO₂-, 2,4,6-trimethyl-C₆H₂-SO₂-, CN) in the solid phase and in anisole has been studied in detail. The sensitivity of nitrenes and nitrene precursors (imidoyl azides) towards substitution changes in the aryloxy (ArO) and Z moieties is examined.