期刊
TETRAHEDRON LETTERS
卷 52, 期 20, 页码 2543-2546出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.03.030
关键词
Calixarenes; Deuteration; Regioselective substitution; Hydrogen-deuterium exchange
资金
- Czech Science Foundation [203/09/0691]
- Grant Agency of the Academy of Sciences of the Czech Republic [IAAX08240901]
- Charles University [SVV-2011-263305]
- Ministry of Education, Youth and Sport of CR [MSM 6046137301, MSM 0021620835]
A direct deuteration of the upper rim of calix[4]arene has been carried out for the first time. 25,27-Dialkoxy derivatives of calix[4]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. (C) 2011 Elsevier Ltd. All rights reserved.
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