Title: Capping the upper and lower rims of calix[4]arenes by aryl dinitrile oxide reactions
Authors: Shiao, Ya-Jiun
Chiang, Pei-Chen
Senthilvelan, Annamalai
Tsai, Ming-Tsung
Lee, Gene-Hsiang
Chung, Wen-Sheng
Department of Applied Chemistry
Keywords: 1,3-dipolar cycloaddition;isoxazolines;electrophilic substitution;asymmetric calix[4]arenes
Issue Date: 20-Nov-2006
Abstract: 1, 3-Dipolar cycloadditions of upper- and lower-rim diallylcalix[4]arenes (1 and 3) with aryl dinitrile oxides provide a unique and efficient way of capping the calix[4]arenes. When dinitrile oxides reacted with 5-allylcalix[4]arene 7, they underwent a 1,3-dipolar cycloaddition on one side and an electrophilic substitution on the other side, which led to a novel type of asymmetric calix[4]arenes (9 and 12). (c) 2006 Elsevier Ltd. All rights reserved.
URI: http://dx.doi.org/10.1016/j.tetlet.2006.09.070
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2006.09.070
Volume: 47
Issue: 47
Begin Page: 8383
End Page: 8386
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