Abstract
Reaction of 1,3-di-O-methylcalix[4]arene ligands with 2 equiv of R2Zn results in the mixture of the two bimetallic products: an organometallic alkylzinc inclusion complex with the ligand in the conic conformation and an isomeric complex, where the calixarene scaffold affords the flattened cone structure. This reaction has been systematically studied with regard to a variety of factors, such as temperature, concentration, and steric bulk. All were found to influence the ratio between the products, with the low temperature, high R2Zn concentration, and low steric hindrance favoring the formation of inclusion complexes with the calixarene ligand in the conic conformation. An excess of the dialkylzinc reagent also facilitates the exchange with the alkylzinc coordinated to the calixarene ligand. However, only the external alkylzinc fragment is capable of participating in this Schlenk-type equilibrium process.
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