Nitrous oxide as a primary product in base-mediated β-elimination reactions of diazeniumdiolated benzylamine derivatives†
Abstract
We report an unexpected β-elimination pathway by which diazeniumdiolated benzylamines of structure Bn–N(R)–N(O)N–OR′ undergo base-mediated fragmentation to generate N2O as the only gaseous product. The reaction is especially rapid for R =
NR and R′OH.