Transactions of the Materials Research Society of Japan
Online ISSN : 2188-1650
Print ISSN : 1382-3469
ISSN-L : 1382-3469
Preferential Synthesis of Cyclic Phenylazomethines and Their Redox Behavior
Ryo ShomuraMasayoshi HiguchiDirk G. Kurth
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2007 年 32 巻 3 号 p. 759-762

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We synthesized cyclic phenylazomethines via dehydration of aromatic amines with aromatic ketones in the presence of titanium tetrachloride as a Lewis acid. Stepwise synthesis of a cyclic tetramer of phenylazomethine was also successful. Protonation behavior of the cyclic tetramer was investigated using UV-vis spectral measurements. The cyclic tetramer itself is not redox-active, but a reversible redox wave appeared in cyclic voltammograms when protonated in the presence oftrifluoroacetic acid. We revealed that the redox potential is controlled by the concentration of the acid.
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© 2007 The Materials Research Society of Japan
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