Ullmann coupling reaction of 1,3-bistriflate esters of calix[4]arenes: facile syntheses of monoaminocalix[4]arenes and 4,4′:6,6′-diepithiobis(phenoxathiine) |
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Authors: | Shinya Tanaka |
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Institution: | Department of Environmental Studies, Graduate School of Environmental Studies, Tohoku University, 6-6-11 Aramaki-Aoba, Aoba-ku, Sendai 980-8579, Japan |
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Abstract: | Treatment of 1,3-bistriflate esters of thiacalix- (6a) and calix4]arenes 6b with benzylamine in the presence of CuI and K3PO4 results in the displacement of a TfO moiety with a benzylamino group, which provides an easy access to monoaminothiacalix4]arene 4a and its methylene-bridged counterpart 4b. On the other hand, the reaction of 6a in the absence of benzylamine leads to intramolecular dietherification, giving 4,4′:6,6′-diepithiobis(phenoxathiine) 7a. |
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Keywords: | Ullmann coupling reaction Aminocalixarenes Intramolecularly-bridged calixarene |
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