Regioselective deuteration of 25,27-dialkoxycalix[4]arenes |
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| Authors: | Michaela Ma?kováMichal Himl Lenka Miná?ováJan Lang Pavel Lhoták |
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| Institution: | a Department of Organic Chemistry, Prague Institute of Chemical Technology, Technická 5, 166 28 Prague 6, Czech Republic
b Department of Low Temperature Physics, Faculty of Mathematics and Physics, Charles University, V Holešovi?kách 2, 180 00 Prague 8, Czech Republic |
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| Abstract: | A direct deuteration of the upper rim of calix4]arene has been carried out for the first time. 25,27-Dialkoxy derivatives of calix4]arene (R = Me, Et, n-Pr, n-Bu) were regioselectively deuterated at the para positions of unsubstituted phenolic rings using DCl/D2O in tetrachloroethane. Interestingly, identical reaction conditions do not lead to deuteration of mono- or tri-substituted derivatives where only simple cleavage of alkyl substituents was observed. |
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| Keywords: | Calixarenes Deuteration Regioselective substitution Hydrogen-deuterium exchange |
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