Artículos de revistas
The Mechanism Of Tröger's Base Formation Probed By Electrospray Ionization Mass Spectrometry
Registro en:
Journal Of Organic Chemistry. , v. 72, n. 11, p. 4048 - 4054, 2007.
223263
10.1021/jo062556w
2-s2.0-34249796694
Autor
Abella C.A.M.
Benassi M.
Santos L.S.
Eberlin M.N.
Coelho F.
Institución
Resumen
(Chemical Equation Presented) Using direct infusion electrospray ionization mass and tandem mass spectrometric experiments [ESI-MS(/MS)], we have performed on-line monitoring of some reactions used to form Tröger's bases. Key intermediates, either as cationic species or as protonated forms of neutral species, have been intercepted and characterized. The role of urotropine as the methylene source in these reactions has also been accessed. Reaction pathways shown by ESI-MS(/MS) have been probed by gas-phase ion/molecule reactions, and an expanded mechanism for Tröger's base formation based on the mass spectrometric data has been elaborated. © 2007 American Chemical Society. 72 11 4048 4054 Tröger, J., (1887) J. Prakt. Chem, 36, p. 225 Valík, M., Strongin, R.M., Král, V., (2005) Supramol. Chem, 17, p. 347. , For a recent review, see (1992) Fascinating Molecules in Organic Chemistry, pp. 237-249. , Vögtle, F, Ed, John Wiley: New York Prelog, V., Wieland, P., (1944) Helv. Chim. 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