期刊
ELECTROCHEMISTRY COMMUNICATIONS
卷 7, 期 12, 页码 1351-1356出版社
ELSEVIER SCIENCE INC
DOI: 10.1016/j.elecom.2005.10.022
关键词
anion receptor; hydrogen bonding; fluoride; switchable electrochemistry
The electrochemistry of a novel anion receptor is presented. The receptor 1,3-diphenylcarboxamidoanthraquinone (AAR) in the absence of an appropriate anion behaves as an anthraquinone system in the presence of a strong hydrogen bond donor. In this case, the electrochemical evidence supports the suggestion that the hydrogen bonding with the anthraquinone occurs at least partially through intra- or intermolecular interactions. It is suggested that these interactions stabilise both the semiquinone and dianion species resulting from reduction of AAR. However, in the presence of a suitable competitive anion (specifically F-), the hydrogen-bond donor groups bind to the anion rather than the quinone oxygen atoms. This removes the hydrogen bonding interaction to the redox-active quinone centre and hence alters the electrochemistry significantly. In the presence of F-, two one-electron quasi reversible electrochemical processes are observed. (c) 2005 Elsevier B.V. All rights reserved.
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