Synthesis of new aza- and thia-crown ethers and their metal ion templates synthesis as model case study
| Autor: | Abbas Shockravi, Reza Mohtasham, Mahmood Kamali, Somayeh Pahlavan Moghanlo |
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| Jazyk: | angličtina |
| Rok vydání: | 2014 |
| Předmět: | |
| Zdroj: | ARKIVOC, Vol 2014, Iss 4, Pp 242-251 (2014) |
| ISSN: | 1551-7012 1551-7004 |
| Popis: | Four new thia- and four new aza- crown ethers were synthesized using the reaction of ethylene glycols ditosylated with 1,1´-(2,2´-dihydroxynaphthyl)sulfide ( DNS ) and 2,6-bis(3- hydroxyphenyl)-4-phenylpyridine in acetonitrile as solvent in the presence of bases (LiOH, NaOH, KOH and Cs 2CO 3). In the synthesis of macrocycles based on DNS , the template effects of alkaline metal ions; Li + , Na + , K + and Cs + on the reaction yields were investigated. Sodium template generally was more effective for the synthesis of all four macrocycles. Relatively, good yields of 15- and 18-membered macrocycles were obtained in the presence of all kinds of applied cations. K + Cation was more effective template ion than Na + in the formation of 18-membered macrocycles due to their larger cavity size compared to the 15-membered cycles. The structures of macrocycles were confirmed by CHN/O analysis, IR, 1 H NMR, 13 C NMR and mass spectrometry. |
| Databáze: | OpenAIRE |
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