Tetrahedron p. 10365 - 10374 (1999)
Update date:2022-09-26
Topics:
Li, Jiansen
Chen, Yuanyin
Lu, Xueran
A convenient method for preparing various p-tert-butylcalix[6]crowns and related compounds has been developed. By refluxing p-tert-butylcalix[6]arene with ethylene glycol ditosylate or polyethylene glycol ditosylates using K2CO3 as a base in acetonitrile, 1,2-ethylenecalix[6]arene, 1,3-and 1,4- calix[6]crown-3, 1,3-and 1,4-calix[6]crown-4, 1,4-calix[6]benzocrown-4, 1,2- and 1,3-calix[6]crown-5 were obtained selectively. A rather flattened (o, o, o, o, o, o) conformation, adopted by the constrained 1,4-calix[6]crown-3 at ambient temperature, was observed for the first time.
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