Acid- and base-induced conformational alterations of N-aryl-N-troponyl amides

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• 作者：Ai Ito ; Masanori Sato ; Ryu Yamasaki ; Iwao Okamoto ; ^{iokamoto@ac.shoyaku.ac.jp" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Molecular switch ; Aromatic amide ; Tropolone ; pH-dependent
• 刊名：Tetrahedron Letters
• 出版年：2016
• 出版时间：20 January 2016
• 年：2016
• 卷：57
• 期：3
• 页码：438-441
• 全文大小：594 K

文摘

We have investigated acid- and base-induced conformational alterations of N-aryl-N-troponyl amides containing an electron-donating group on the phenyl ring. NMR spectral studies indicated that the E/Z conformational preferences of these amides can be reversibly controlled by pH-dependent protonation or deprotonation of the tropolone moiety. Thus, these compounds have potential applications as acid/base-controllable molecular switches.