Издательство СО РАН

Издательство СО РАН

Адрес Издательства СО РАН: Россия, 630090, а/я 187
Новосибирск, Морской пр., 2

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Поиск по журналу

Журнал структурной химии

2015 год, номер 1

MULTINUCLEAR NMR STRUCTURAL STUDY OF NOVEL Оі-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