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.

N-Dimethylphosphinoyl-substituted Aminomethanephosphonic Acids

2010 ◽  
Vol 65 (5) ◽  
pp. 556-564 ◽  
Author(s):  
Victoria Lachkova ◽  
Sabi Varbanov ◽  
Walter Frank ◽  
Helmut Keck
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Single Crystal ◽  
Electrospray Ionization ◽  
Elemental Analysis ◽  
Electrospray Ionization Mass Spectrometry ◽  
Ionization Mass ◽  
X Ray Diffraction ◽  
X Ray ◽  
H Nmr

Three new N-phosphinoyl-substituted aminomethanephosphonic acids have been synthesized and characterized: dimethylphosphinoylmethyl-imino-bis(methanephosphonic acid) (1), [3-(dimethylphosphinoyl)-propyl]-imino-bis(methanephosphonic acid) (2), and N-benzyl-Ndimethylphosphinoylmethyl- aminomethanephosphonic acid (3). The latter was isolated as a hydrochloride 3 ・ HCl. The acids have been prepared via Moedritzer-Irani reaction from the corresponding dimethylphosphinoyl-substituted primary and secondary aliphatic amines. Their structures have been confirmed by elemental analysis, IR, 1H, 31P{1H}, 13C{1H} NMR spectroscopy, electrospray ionization mass spectrometry, and single-crystal X-ray diffraction.

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