The mechanism of Troger's base formation probed by electrospray ionization mass spectrometry

被引：29

作者：

Abella, Carlos A. M.

Benassi, Mario

Santos, Leonardo S.

Eberlin, Marcos N. ^{[1
]}

Coelho, Fernando

机构：

[1] Univ Estadual Campinas, UNICAMP, Inst Chem, ThoMSon Mass Spectrometry Lab, BR-13084971 Campinas, SP, Brazil

[2] Univ Estadual Campinas, UNICAMP, Lab Synth Nat Prod & Drugs, BR-13084971 Campinas, SP, Brazil

[3] Univ Talca, Inst Quim Recursos Nat, Talca, Chile

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 11期

关键词：

D O I：

10.1021/jo062556w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 Troger'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 Troger's base formation based on the mass spectrometric data has been elaborated.

引用

页码：4048 / 4054

页数：7

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