期刊
TETRAHEDRON LETTERS
卷 53, 期 6, 页码 616-619出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.11.114
关键词
Oxacalixarenes; Metacyclophanes; Azobenzene; Photoisomerization; Photoresponsive heteracalixarenes
资金
- MIUR [PRIN-2009A5Y3N9]
The first examples of photo-responsive azobenzene-containing oxacalixarenes have been synthesized via a 3+1 macrocyclization approach. Introduction of the photoresponsive unit was achieved by using 4-phenylazoresorcinol or (E)-4-(4'-nitrophenylazo)resorcinol as the nucleophilic component in the macrocyclization reaction. These novel macrocycles have been characterized by means of ID and 2D NMR spectroscopy and DFT calculations (B3LYP/6-31G(d)). According to thermal and photoisomerization studies, tetranitro-oxacalix[4]arenes are less prone to E -> Z isomerization than oxacalix[2]arene[2]triazines and, within the two series, p-nitrophenylazo derivatives are more unwilling to isomerize than their phenylazo analogues. (C) 2011 Elsevier Ltd. All rights reserved.
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