Abstract: | Collision-induced decompositions (CIDs) of the M + H]+, M + Li]+, M + Na]+, M + K]+ and M + Ag]+ ions of some methyl-6-deoxy-6-bromo-α-D-glucopyranoside derivatives are discussed. Elimination of MeOH resulting in the glycosidyl cation is the predominant reaction of the M + H]+ ion. This process is completely suppressed during CID of the metal-cationized species, which, surprisingly, show elimination of the added metal in the form of RCOO-metal and metal bromide in the case of the ester derivatives. These reactions appear to be assisted by neighbouring group participation. Because of the proximity of the C(3)-oxygen with C(6), the benzyl ether derivative is characterized by the loss of PhCH2Br from the M + metal]+ ion. |