Abstract
| - Tricalix[4]arene 4, tricalix[5]arene 14, and pentacalix[4]arene 10 have been synthesized fromO-alkylcalixarene mono- and dialdehydes by a two-step conversion to the corresponding monoethynylketones or diethynyl ketones followed by aryne trimerization in refluxing DMF containing adialkylamine. The tricalixarenes 4 and 14 were converted, in turn, to calixarenes 6 and 16, whichcarry OH groups on the lower rim and methylenes as the bridging moieties to the benzene ring.Complexation studies with the tricalix[5]arene 16 show that it forms (a) a 1:3 complex with N,N-dimethylethylenediamine in which each calixarene unit contains a molecule of the amine, (b) a 1:1complex with tris(aminomethyl)amine in which each calixarene unit contains one of the three armsof the guest, and (c) a 1:1 complex with C60 in which the guest presumably resides in the cavityprovided by the three calixarene units acting cooperatively.
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