MULTINUCLEAR NMR STRUCTURAL STUDY OF NOVEL γ-IMINOPHOSPHONATE AND PHOSPHINE OXIDE DERIVATIVES
A. Wahbi, H. Slimani, S. Touil
University of Carthage, Jarzouna, Tunisia
soufiane.touil@fsb.rnu.tn
Ключевые слова: C NMR
,
P NMR
,
H NMR
, g-iminophosphonates, phosphine oxides, E/Z isomerism,
C NMR
,
P NMR
,
H NMR
, g-iminophosphonates, phosphine oxides, E/Z isomerism
Страницы: 41-48
Подраздел: ИССЛЕДОВАНИЕ СТРОЕНИЯ МОЛЕКУЛ ФИЗИЧЕСКИМИ МЕТОДАМИ
Аннотация
We report for the first time the synthesis of γ-iminophosphonates and phosphine oxides from the acid-catalysed reaction of primary amines with γ-phosphonylketones. The full characterization of these compounds through their 1H, 31P, and 13C NMR spectra indicates that they are obtained as a mixture of Z and E isomers. An unambiguous method for the assignment of these configurations, based on the 13C chemical shifts of C2 carbon atoms in the a position with respect to the C=N double bond is used. The 31P chemical shifts are also of diagnostic importance in assigning the Z and E configurations. Indeed, the phosphorus atom is found to resonate at a slightly higher field in Z isomers.
DOI: 10.1134/S0022476615010060
|
