Organocatalytic head-to-tail dimerization of methacrolein via conjugate addition of methanol: an alcohol activation mechanism proved by electrospray ionization mass spectrometry

2011 ◽  
Vol 52 (50) ◽  
pp. 6835-6838 ◽  
Author(s):  
Shin-ichi Matsuoka ◽  
Shintaro Shimakawa ◽  
Koji Takagi ◽  
Masato Suzuki
Keyword(s):  
Mass Spectrometry ◽  
Electrospray Ionization ◽  
Electrospray Ionization Mass Spectrometry ◽  
Conjugate Addition ◽  
Activation Mechanism ◽  
Ionization Mass Spectrometry ◽  
Ionization Mass ◽  
Alcohol Activation

scholarly journals A multi-pronged mechanistic study of the phosphine-mediated conjugate addition of an alcohol to an acetylenic ester

2014 ◽  
Vol 38 (11) ◽  
pp. 5382-5390 ◽  
Author(s):  
Rhonda L. Stoddard ◽  
Jingwei Luo ◽  
Nicole van der Wal ◽  
Natasha F. O'Rourke ◽  
Jeremy E. Wulff ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Electrospray Ionization ◽  
Electrospray Ionization Mass Spectrometry ◽  
Conjugate Addition ◽  
Ionization Mass Spectrometry ◽  
Mechanistic Study ◽  
Ionization Mass ◽  
Acetylenic Ester ◽  
H Nmr

The conjugate addition of an alcohol to a butynoate ester using an organophosphine catalyst was monitored using pressurized sample infusion electrospray ionization mass spectrometry (PSI-ESI-MS), together with 31P and 1H NMR spectroscopy.

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