Abstract
The synthesis and characterization of a series of regioselective intramolecular bridging of calix[10]arene are described for the first time. Reacting p-tert-butylcalix[10]arene with tri-ethylene glycol ditosylate using K2CO3 as a base in toluene, 1,2-calix[10]crown-4 2a, 1,4-calix[10]crown-4 2b and 1,6-calix[10]crown-4 2c were obtained in yields of 9%, 14% and 7%, respectively. While using Cs2CO3/acetone instead of K2CO3/toluene, the 1,4-calix[10]crown-4 2b was obtained selectively in good yield up to 50%.
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This work was financially supported by the National Natural Science Foundation of China (20602015, 20772038), Program for Distinguish Young Scientist of Hubei Province (2007ABB017) and Program for Chenguang Young Scientist for Wuhan (200750731283).
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Li, H., Zhan, J. Regioselective intramolecular bridging of p-tert-butylcalix[10]arene. J Incl Phenom Macrocycl Chem 60, 379–382 (2008). https://doi.org/10.1007/s10847-007-9386-0
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DOI: https://doi.org/10.1007/s10847-007-9386-0