Syntheses based on β-phenylethylamines VII. Synthesis and mass-spectrometric properties of bis-2-benzyltetrahydroisoquinoline bases

The Pictet—Spengler condensation of bis-β-phenylethylbenzylamines with a central diphenyl ether group has given a new series of substituted bis-2-benzyltetrahydroisoquinolines the fragmentation of which under electron impact is determined by the properties that are characteristic for the monomeric compounds and is associated with the successive elimination of the two tetrahydroisoquinoline nuclei, the features of which depend on the mutual positions of the substituents in the diphenyl ether part of the molecule.