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

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
Faculty:	Science and Technology (TNW)
Research Group:	Molecular Nanofabrication (MNF)
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