Synthetic exploration of oxacalix[2]arene[2]quinazolines

Van Rossom, Wim;Kishore, Lingam;Robeyns, Koen;Van Meervelt, Luc;Maes, Wouter;et.al.
(2010) Synthetic exploration of oxacalix[2]arene[2]quinazolines — Vol. 2010, n° 21, p. 4122-4129 (2010)

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Authors
  • Van Rossom, Wim
    Author
  • Kishore, Lingam
    Author
  • Robeyns, KoenUCLouvain
    Author
  • Van Meervelt, Luc
    Author
  • Maes, Wouter
    Author
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Abstract
Oxacalix[2]arene[2]quinazoline macrocycles were prepared in good yields, as mixtures of syn and anti isomers, through nucleophilic aromatic substitution cyclocondensation reactions of 2, 4-dichloroquinazolines and m-dihydroxybenzenes. The macrocyclization conditions were optimized and the isomeric ratio was investigated by means of one-step and frag-ment-coupling approaches. The oxacalixarene substitution pattern could easily be varied by altering the dichloroquinazolinyl biselectrophilic and dihydroxyaryl bisnucleophilic building blocks. The solid-state (1, 3-alternate) conformational behavior and the oxacalix[4]arene cavity size were explored by X-ray diffraction studies. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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Van Rossom, W., Kishore, L., Robeyns, K., Van Meervelt, L., Dehaen, W., & Maes, W. (2010). Synthetic exploration of oxacalix[2]arene[2]quinazolines. Synthetic exploration of oxacalix[2]arene[2]quinazolines, 2010(21), 4122-4129. https://hdl.handle.net/2078.5/78326 (Original work published 2010)