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Title: Direct access to upper rim substituted mono- and diaryloxy calix[4]arenes via bis(spirodienone) route
Authors: Sreeja, T
Jisha, B
Babukuttannair, A
Sreemathi, V
Luxmi Varma, R
Keywords: NMR Chemical-shifts
Quantum-mechanical calculations
P-Bromodienone route
Conformationally relevant H
Selective functionalization
Calixarene systems
Spirodienone route
Issue Date: 2010
Publisher: Elsevier
Citation: Tetrahedron 66(27-28):5270-5276;03 Jul 2010
Abstract: A seemingly ipso-like nucleophilic substitution of the upper rim of p-tert-butylcalix[4]arene is accomplished by an indirect method involving calix[4]arene derived bis(spirodienone). This method not only provides both mono and 1,3-diaryloxy calixarenes but also enables the synthesis of upper rim monothio substituted calix[4]arenes. A modification of the methodology can be successfully extended for the selective synthesis of mono- and 1,3-diquinone calix[4]arenes having free hydroxyl groups at the lower rim, in fewer steps.
ISSN: 0040-4020
Appears in Collections:2010

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