کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
180530 | 459382 | 2009 | 5 صفحه PDF | دانلود رایگان |
We devised a methoxyphenol thiol derivative with an electron-withdrawing (–CHO) and an electron-donating (–CH2OH) substituent for the preparation of a dynamic surface that can be used for multi-functional purposes. This molecule was electrochemically activated to an o-quinone form by the oxidative triggering through demethoxylation, followed by hydroxylation on para position upon potential cycling whose rate depended on the nature of substituents. An electron-withdrawing substituent facilitated nucleophilic addition of water, forming a 1,2,5-trihydroxy form, and only para-hydroquinone underwent a redox reaction. An electron-donating substituent, however, was not able to activate this process, leaving behind only an ortho form. The o-quinone showed catalytic activity toward ascorbic acid and NADH oxidation.
Journal: Electrochemistry Communications - Volume 11, Issue 11, November 2009, Pages 2145–2149