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The mechanism of Sandmeyer's cyclization reaction by electrospray ionization mass spectrometry
Author(s) -
Silva Bárbara V.,
Violante Flávio A.,
Pinto Angelo C.,
Santos Leonardo S.
Publication year - 2011
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.4869
Subject(s) - chemistry , electrospray ionization , mass spectrometry , tandem mass spectrometry , selected reaction monitoring , microreactor , electrospray , chromatography , organic chemistry , catalysis
Using electrospray ionization (tandem) mass spectrometry (ESI‐MS(/MS)) spectrometric experiments, the Sandmeyer reaction was monitored on‐line, and key intermediates were intercepted and characterized for the first time. The mechanistic information provided by on‐line ESI‐MS(/MS) is in accordance with Sandmeyer's proposal, and was made possible by coupling a microreactor on‐line to the ESI ion source, which allowed reactions to be screened from 0.7–2.0 s, identifying and characterizing all intermediates that were formed and consumed during the reaction. Copyright © 2011 John Wiley & Sons, Ltd.