Interaction of Remote Functional Groups (Amide and Amine) in Steroidal Compounds After Electron Ionization

Article abstract of DOI:10.1002/oms.1210251008

Electron impact ionization of steroidal compounds with two differently substituted functional groups (amide and amine) at remote positions leads to the interaction of these groups in ion-neutral complexes after the detachment of one of them.Two situations may be encountered, depending on which group is more easily detached from low-energy parent ions: (i) when the formation of the immonium ion is preferred, a very efficient proton transfer to the amide is observed leading to abundant ^+. and subsequent daughter ions; (ii) when the detachment of the amide is preferred, hydrogen exchanges occur with the amine group, and fragment ions may be observed resulting from the addition of both groups in a proton-bound structure.