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- W2032464032 abstract "A general method has been developed for the preparation of bis(syn-proximally) functionalized calix[4]arenes (6, 8–10). Starting from p-tert-butylcalix[4]arene 1a and calix[4]arene 1b syn-proximally dialkylated calix[4]arenes 2a and 2b, 4, and 5, respectively, were obtained by treatment with 4.2 equiv of NaH and 2.2 equiv of alkylating reagent in DMF. The syn-proximal substitution pattern was unequivocally proven by an X-ray structural determination of 2b. Furthermore the influence of different bases on the functionalization of the free hydroxyl groups of 2b with chloroacetone was studied. Cs2CO3 as the base gave the bis(syn-proximally) functionalized calix[4]-arene 6 in the highest yield (82%). Cation complexation studies, with the picrate extraction method, showed that subtle changes in regioselective functionalization influences the selectivity for Na4 considerably." @default.
- W2032464032 created "2016-06-24" @default.
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- W2032464032 date "2010-09-02" @default.
- W2032464032 modified "2023-10-14" @default.
- W2032464032 title "Synthesis and cation complexation selectivity of bis(syn-proximally) functionalized calix[4]arenes" @default.
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- W2032464032 doi "https://doi.org/10.1002/recl.19921111203" @default.
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