The first synthesis and characterisation of elusive cone 1,2-diformyl tetralkoxycalix[4]arenes and their derivatives

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Sartori, Andrea and Casnati, Alessandro and Mandolini, Luigi and Sansone, Francesco and Reinhoudt, David N. (2003) The first synthesis and characterisation of elusive cone 1,2-diformyl tetralkoxycalix[4]arenes and their derivatives. Tetrahedron, 59 (29). pp. 5539-5544. ISSN 0040-4020

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Abstract:The synthesis and isolation of elusive tetralkoxycalix[4]arenes 2 in the cone conformation and bearing two formyl groups in proximal (1,2) positions at the upper rim are described for the first time. They were obtained as a mixture with the distal (1,3) regioisomers 3 by optimizing the Gross formylation reaction on the tetralkoxycalix[4]arenes 1. After reduction to the corresponding alcohols, compounds 4 could be isolated and oxidized to 1,2-diformyl (2) and 1,2-diacid (6) tetralkoxycalix[4]arenes. These 1,2-difunctionalized derivatives are useful intermediates for the synthesis of calixarene-based molecular receptors having proximal binding groups.
Item Type:Article
Copyright:© 2003 Elsevier Science
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Link to this item:http://purl.utwente.nl/publications/40882
Official URL:http://dx.doi.org/10.1016/S0040-4020(03)00808-1
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Metis ID: 215635