Mass spectra of 1,3-diarylazetidin-3-ols and related compounds

Abstract

Mass spectra of six 1,3-diarylazetidin-3-ols, two 7-aryl-7-azabicycio[4.2.0]octan-1-ols, and 1-cyclohexylazetidin-3-ol are reported. Most fragmentation pathways of the diarylazetidinols (2)–(7) are initiated by cleavage of the azetidine ring with or without a specific hydrogen atom transfer from the hydroxy-group. The relative importance of ions containing the nitrogen atom and those containing the oxygen atom is influenced by the abilities of the 1- and 3-aryl groups to stabilise the respective ions. The 1-cyclohexyl derivative (13) differs in that most fragmentation pathways involve initial cleavage of the cyclohexane ring. The azabicyclo-octanols (11) and (12) behave in a similar way to 1-arylazetidinols.