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Synthesis and Structural Determination of Novel 5-Arylidene-3-N(2-alkyloxyaryl)-2-thioxothiazolidin-4-ones
Laboratoire de Synthèse Organique Appliquée, BP 1524, El Menaouer, Université d’Oran Es-Senia, 31000 Oran, Algérie
Laboratoire de Structure, Elaboration et Applications des Matériaux Moléculaires (SEA2M), Département de Génie des Procédés, Faculté des Sciences et de la Technologie, Université de Mostaganem, 27000 Mostaganem, Algérie
* Author to whom correspondence should be addressed.
Received: 5 January 2012; in revised form: 26 February 2012 / Accepted: 1 March 2012 / Published: 19 March 2012
Abstract: As part of our project devoted to the synthesis of heterocycles including thiazole rings, some new 5-arylidene-2-thioxo-3-N-arylthiazolidin-4-ones were synthesized by Knoevenagel condensation. An interesting feature of these compounds is that their chirality is induced by that of their 3-N-(2-alkyloxyaryl)-2-thioxothiazolidin-4-one precursors, which in turn is due to the presence of a C2 axis of chirality. These new compounds were characterized by spectroscopic methods (IR, 1H-NMR, 13C-NMR). The structure of compound (Z)-(2g) was further determined by X-ray diffraction.
Keywords: N-arylthiazolidin-4-one; (Z)-5-arylidene-3-N-arylthiazolidin-4-one; chirality; IR; 1H-NMR; 13C-NMR; X-ray diffraction; nonlinear optical properties; solar cells
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Toubal, K.; Djafri, A.; Chouaih, A.; Talbi, A. Synthesis and Structural Determination of Novel 5-Arylidene-3-N(2-alkyloxyaryl)-2-thioxothiazolidin-4-ones. Molecules 2012, 17, 3501-3509.
Toubal K, Djafri A, Chouaih A, Talbi A. Synthesis and Structural Determination of Novel 5-Arylidene-3-N(2-alkyloxyaryl)-2-thioxothiazolidin-4-ones. Molecules. 2012; 17(3):3501-3509.
Toubal, Khaled; Djafri, Ayada; Chouaih, Abdelkader; Talbi, Abdou. 2012. "Synthesis and Structural Determination of Novel 5-Arylidene-3-N(2-alkyloxyaryl)-2-thioxothiazolidin-4-ones." Molecules 17, no. 3: 3501-3509.