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Synthesis and Dynamic NMR Studies of Some New Symmetrical Podands of Dithiocarbamates Formed from Bis(N‐thiazol)chloroacetamides
Authors:Abbas Shockravi  Mahmood Kamali  Azim Ziyaei Halimehjani  Reza Jafari
Abstract:Reactions of dithiocarbamates salts ( IVa , IVb , IVc ) with bis(N‐thiazol) chloroacetamides( IIa , IIb ) in DMF furnished corresponding podands as Va , Vb , Vc , Vd , Ve , Vf in high to excellent yields. Two reacting ligands ( IIa , IIb ) were obtained in the reaction of bis(aminothiazoles) ( Ia , Ib ) with chloroacetyl chloride. Dynamic NMR spectroscopic data of two series of podands ( Va , Vb , Vc and Vd , Ve , Vf ) are discussed and figured out their free energy of activation (urn:x-wiley:10579230:media:jhet915:jhet915-math-0001) at coalescence temperatures. The urn:x-wiley:10579230:media:jhet915:jhet915-math-0002s of these podands were attributed to conformational isomerization in the range of 14.9–16.2 kcal/mol due to rotation and resonance effect about thioamide C―N bond.
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