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- Publisher
- Wiley
- Copyright
- Copyright © 2011 Wiley Periodicals, Inc.
- ISSN
- 1042-7163
- eISSN
- 1098-1071
- DOI
- 10.1002/hc.20678
- Publisher site
- See Article on Publisher Site
Abstract
Partially unsaturated 14‐ and 28‐membered thiacrown ethers, 3 and 4, which possess alternating Z‐carbon‐‐carbon double bonds and propylene chains, were synthesized by stepwise reactions. The crystal structure of larger cyclic compound 4 was determined by X‐ray crystallographic analysis. 14‐Membered thiacrown ether 3 was found to be more easily oxidized electrochemically than larger cyclic compound 4 and the corresponding saturated system. Compounds 3 and 4 isomerized at temperatures exceeding 100°C in solution to give cyclic compounds with E‐olefin moieties but were stable at 80°C in solution. Compound 3 formed 1:1 complexes with silver and copper ions, and 4 formed 1:2 complexes mainly in solution. A complex of 3 with mercury(II) chloride was isolated, and its crystal structure was determined by X‐ ray analysis. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:287–293, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20678
Journal
Heteroatom Chemistry – Wiley
Published: Jan 1, 2011