Bridging of resorcin[4]arenes in the chair conformation to cavitands having two pairs of axial and equatorial substituents

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Middel, Oskar and Verboom, Willem and Hulst, Ron and Kooijman, Huub and Spek, Anthony L. and Reinhoudt, David N. (1998) Bridging of resorcin[4]arenes in the chair conformation to cavitands having two pairs of axial and equatorial substituents. Journal of Organic Chemistry, 63 (23). pp. 8259-8265. ISSN 0022-3263

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Abstract:3-7 with bromochloromethane. According to X-ray analysis of cavitand 19 and 1-D and 2-D NMR spectroscopy for 18, the cavitands possess a stereochemistry with two adjacent aryl substituents in the axial position and the two others in the equatorial position. The starting methylresorcin-[4]arenes 3-7 were obtained exclusively in the chair conformation in 30-98% yield upon condensation of 2-methylresorcinol with aryl aldehydes.
Item Type:Article
Copyright:© 2008 American Chemical Society
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Science and Technology (TNW)
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Link to this item:http://purl.utwente.nl/publications/11066
Official URL:http://dx.doi.org/10.1021/jo9810258
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Metis ID: 105977