solid state nmr study of 1,3imidazolidine-2-thione, 1,3-imidazolidine-2-selenone and some of their n-substituted derivatives固态核磁共振研究1、3 imidazolidine-2-thione 3-imidazolidine-2-selenone和一些他们的n -衍生品.pdfVIP

Spectroscopy 18 (2004) 113–119 113 IOS Press Solid state NMR study of 1,3-imidazolidine-2-thione, 1,3-imidazolidine-2-selenone and some of their N-substituted derivatives Mohamed I.M. Wazeer ∗, Anvarhusein A. Isab and Ali El-Rayyes Department of Chemistry, King Fahd University of Petroleum and Minerals, Dhahran 31261, Saudi Arabia Abstract. Solid-state NMR spectra were recorded for 1,3-imidazolidine-2-thione, 1,3-imidazolidine-2-selenone and some of their N-substituted derivatives. Spinning side-bands of thione and selenone carbons were analysed to yield chemical shift anisotropies for these carbons. The NMR spectrum of imidazolidine-2-thione (Imt) showed some evidence for the presence of thiol tautomer. Molecular computations were carried out for Imt and its N-methyl derivative to yield relative energies of various tautomers. 1. Introduction There has been considerable interest in 1,3-imidazolidine-2-thiones (Imt), 1,3-imidazolidine-2- selenones (ImSe) and their derivatives, because of their ambidentate nature [1]. That is, they may coor- dinate to a metal through S (or Se), nitrogen or by various chelating modes. These penta-atomic ligands exist in a thiol thione equilibrium [2]. However, it has been established that the thione form domi- nates in the solid state of these complexes [3,4]. We have studied extensively the interaction of metal ions with Imt and its derivatives [5]. Most of the complexations with these ligands were carried out in solution and investigated by NMR spectroscopy. The X-ray structures of some of the complexes only show a specific unit for the ligand, i.e. thione form in the case of ligand and thiolate form in the case of complexation. This was explained as due to the weakening and elongation of the thione when bonded to metal, as demonstrated by IR [5]. In this study, we have carried out