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On‐Line Reaction Monitoring and Mechanistic Studies by Mass Spectrometry: Negishi Cross‐Coupling, Hydrogenolysis, and Reductive Amination
Author(s) -
Yan Xin,
Sokol Ewa,
Li Xin,
Li Guangtao,
Xu Shiqing,
Cooks R. Graham
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201310493
Subject(s) - hydrogenolysis , negishi coupling , chemistry , mass spectrometry , reductive amination , coupling reaction , catalysis , analytical chemistry (journal) , organic chemistry , chromatography
Reaction monitoring using inductive ESI mass spectrometry allows chemical reactions to be tracked in real time, including air‐ and moisture‐sensitive as well as heterogeneous reactions. Highly concentrated solutions can also be monitored for long periods without emitter clogging. Sheath gas assists in nebulization and a sample splitter reduces the delay time and minimizes contamination of the instrument. Short‐lived intermediates (ca. 5 s) were observed in Pd/C‐catalyzed hydrogenolysis, and several intermediates were seen in Negishi cross‐coupling reactions.