Journal
SUPRAMOLECULAR CHEMISTRY
Volume 21, Issue 7, Pages 564-571Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/10610270802438820
Keywords
thiacalix[4]arene; regioselective alkylation; synthesis; conformations; secondary amides
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Funding
- RFBR [06-03-32160]
- CRDF [RUC1-2825-KA-06]
- Ministry of Science and Education of RF 'Fundamental researches and higher education' [REC-007]
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The preparation of partially substituted thiacalix[4]arenes 2-6 has been accomplished by conducting the reaction of the thiacalixarene 1 with N-(p-nitrophenyl)--bromoacetamide in acetone or acetonitrile in the presence of M2CO3 (M=Na, K and Cs). The influence of the reaction conditions (temperature, time, solvent, ratio of the reagents and the nature of the alkali metal carbonate) on regio- and stereoselectivity of this reaction is described.
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