ANIONIC MIGRATION REACTIONS IN AROMATIC SYSTEMS EFFECTED BY COLLISIONAL ACTIVATION - DEPROTONATED ANILIDES CONTAINING METHOXYCARBONYL SUBSTITUENTS

Long-range cross-ring reactions are of minor importance in the collisi on-induced mass spectra (MS/MS) of [M - H]- ions of CH2OCO-C6H4-NHCOR systems: e.g. the loss of 'CD3CO2CH3' from CH3OCO-C6H4-(N) over bar CO CD3. Major processes involve (i) losses of radicals to form stable rad ical anions, e.g. loss of a ring hydrogen atom and losses from the est er (CH3 ., CH3O . and . CO2CH3), (ii) losses of neutral molecules from the amide moiety [e.g. CO (R = H) and CH2CO (R = CH3), and proximity effects when the two substituents are ortho [e.g. loss of (CH3OD+CO2) from o-CH3OCO-C6H4 (N) over bar COCD3].