ISSN:
1076-5174
Schlagwort(e):
Chemistry
;
Analytical Chemistry and Spectroscopy
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
,
Physik
Notizen:
Competing ortho interactions, involving the C=X and the ortho-methyl substituent on the 3-phenyl moiety, resulting in the eliminations of ·CH3 and ·OH/·SH from the molecular ions of 2-substituted-3-(2-methylphenyl)-4(3H)-quinazolinones and their thio analogues, were observed. An intramolecular aromatic substitution of the heteroatom of C=X at the ortho-carbon of the 3-phenyl moiety ejecting the methyl group and a hydrogen transfer from the same ortho-methyl substituent to the heteroatom of C=X resulting in the expulsion of ·XH are envisaged for the dual ortho interaction. Another expected fragmentation process observed in these compounds is the transfer of the aryl group from the 3-position of the heterocycle to the heteroatom of C=X leading to the elimination of ArX· from the molecular ions. The proposed fragmentation processes and the ion structures are supported by high-resolution data, B/E and B2/E linked-scan spectra, collisionally activated decomposition B/E spectra and deuterium isotopic labelling.
Zusätzliches Material:
3 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/jms.1190300206