Next Article in Journal
Hepatoprotective Action of Radix Paeoniae Rubra Aqueous Extract against CCl4-Induced Hepatic Damage
Next Article in Special Issue
Synthesis of Riboflavines, Quinoxalinones and Benzodiazepines through Chemoselective Flow Based Hydrogenations
Previous Article in Journal
Mechanistic Studies of the Anti-Ulcerogenic Activity and Acute Toxicity Evaluation of Dichlorido-Copper(II)-4-(2-5-Bromo-benzylideneamino)ethyl) Piperazin-1-ium Phenolate Complex against Ethanol-Induced Gastric Injury in Rats
Molecules 2011, 16(10), 8670-8683; doi:10.3390/molecules16108670
Article

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

*  and
Received: 17 August 2011 / Revised: 29 September 2011 / Accepted: 11 October 2011 / Published: 14 October 2011
(This article belongs to the Special Issue Heterocycles in Supramolecular Chemistry)
Download PDF [343 KB, 18 June 2014; original version 18 June 2014]

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 thio-oxocrown ethers; conductometric; theoretical study; DFT; binary systems
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.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote
MDPI and ACS Style

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

View more citation formats

Related Articles

Article Metrics

Comments

Citing Articles

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert