title: Mass spectra of tetrahydroisoquinoline-fused 1,3,2-O,N,P- and 1,2,3-O,S,N-heterocycles: influence of ring size and fusion, of present heteroatoms, substituent effects and of the stereochemistry on fragmentation.
abstract: The electron ionization (EI) mass spectra of a variety of stereoisomeric tricyclic 1,3,2-oxazaphosphino[4,3-a]isoquinolines (1-4), 1,2,3-oxathiazino[4,3-a]isoquinoline-4-oxides (5-7) and the -4,4-dioxides (8-10) of oxazaphospholo- and oxathiazolo[4,3-a]- (11, 12, 15 and 16) and -[3,4-b]isoquinolines (13, 14 and 17) were recorded. Ring size and fusion, the different heteroatoms (P and S) and substituents on the ring systems strongly influence the mass spectra. In addition, mass spectra of the stereoisomers of compounds 1, 2 and 13, 14 revealed stereochemically relevant differences which are not observed for the other pairs of isomers.
authors.affiliation: Chemisches Institut der Universität Potsdam, Karl-Liebknechtstr. 24-25, 14476 Potsdam (Golm), Germany.
authors.forename: Ines
authors.initials: I
authors.lastname: Starke
authors.forename: Ildikó
authors.initials: I
authors.lastname: Schuster
authors.forename: Ferenc
authors.initials: F
authors.lastname: Fülöp
authors.forename: Erich
authors.initials: E
authors.lastname: Kleinpeter
mesh_terms: D003198:Computer Simulation; D007546:Isoquinolines / Q000737:chemistry*; D013058:Mass Spectrometry / Q000379:methods*; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D007546:Isoquinolines