Aldimines

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1H 13C NMR Investigation of E/Z-Isomerization around C N Bond In the Trans-Alkene-Pt(II)Imine Complexes of Some Ketimines and Aldimines

Journal Title, Volume, Page: 
Journal of Saudi Chemical Society
Year of Publication: 
2010
Authors: 
M. Bakkar
Department of Chemistry, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
M. Monshi
Department of Chemistry, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
I. Warad
Department of Chemistry, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
Current Affiliation: 
Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine
M. Siddiqui
Department of Chemistry, College of Science, Taibah University, Madinah, Saudi Arabia
A. Bahajaj
Department of Chemistry, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
Preferred Abstract (Original): 
Ketimines (K1, K2) and aldimines (A1, A2, and A3) were prepared from unsubstituted acetophenone and/or benzaldehyde and primary amines (i-PrNH2, i-BuNH2 and t-BuNH2). These imines were reacted with Zeise’s salt (potassium ethenetrichloroplatinate(II)) to produce the respective complexes, namely, PtK1, PtK2, PtA1, PtA2, and PtA3. 1H, 13C, and 195Pt-chemical shifts of the ligands and their complexes were studied to investigate the nature and mode of isomerization around C N bond. The aldimines and their complexes were obtained as a single isomer. On the other hand, the ketimines and their complexes were obtained as a mixture of E/Z-isomers. It was found that the aldimine- and ketimine-platinum complexes undergo slow E/Z-isomerization in solution as evidenced from NMR spectra.
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