Molecules 2011, 16(10), 8670-8683; doi:10.3390/molecules16108670
Article

Synthesis, Metal Ion Complexation and Computational Studies of Thio Oxocrown Ethers

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Received: 17 August 2011; in revised form: 29 September 2011 / Accepted: 11 October 2011 / Published: 14 October 2011
(This article belongs to the Special Issue Heterocycles in Supramolecular Chemistry)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: The synthesis of some thio-oxocrown ether ligands, B1 (1,4-dithio-12-crown-4), B2 (1,7-dithio-12-crown-4), B3 (1,7-dithio-15-Crown-5), B4 (1,7-dithio-18-crown-6), B5 (1,10-dithio-18-crown-6), B6 (1,10-dithio-21-crown-7), under mild conditions, were reported. The ligands were characterized by FT-IR, 1H NMR and GC-MS spectroscopy. The formation of 1:1 ligand complexes with a variety of metal salts (Ag+, Ca+2, K+, Na+, Mg+2, Zn+2 and Fe+2) were investigated by a conductometric method in a 1:1 dioxane–water system at 25 °C, and the complexation constants (Ke = (ΛMAm -Λ) / ((Λ-ΛMaΛbAm) [L]) and free energy (∆Go= - RT lnKe) values are calculated. Details of the specific molecular interactions between the ligands and metals were proposed. We also performed DFT calculations to explain their geometrical properties, charges and frontier molecular orbitals.
Keywords: thio-oxocrown ethers; conductometric; theoretical study; DFT; binary systems
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MDPI and ACS Style

Çiçek, B.; Yıldız, A. Synthesis, Metal Ion Complexation and Computational Studies of Thio Oxocrown Ethers. Molecules 2011, 16, 8670-8683.

AMA Style

Çiçek B, Yıldız A. Synthesis, Metal Ion Complexation and Computational Studies of Thio Oxocrown Ethers. Molecules. 2011; 16(10):8670-8683.

Chicago/Turabian Style

Çiçek, Baki; Yıldız, Ahmet. 2011. "Synthesis, Metal Ion Complexation and Computational Studies of Thio Oxocrown Ethers." Molecules 16, no. 10: 8670-8683.

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