The Mechanism of Tröger's Base Formation Probed by Electrospray Ionization Mass Spectrometry

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• 作者：Carlos A. M. Abella ; Mario Benassi ; Leonardo S. Santos ; Marcos N. Eberlin ; Fernando Coelho
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：May 25, 2007
• 年：2007
• 卷：72
• 期：11
• 页码：4048 - 4054
• 全文大小：215K
• 年卷期：v.72,no.11(May 25, 2007)
• ISSN：1520-6904

文摘

<TR>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 Tr&ouml;ger's bases. Keyintermediates, either as cationic species or as protonated forms of neutral species, have been interceptedand 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, andan expanded mechanism for Tr&ouml;ger's base formation based on the mass spectrometric data has beenelaborated.