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

被引：8
|
作者：
Ito, Ai [1 ]
Sato, Masanori [1 ]
Yamasaki, Ryu [1 ]
Okamoto, Iwao [1 ]
机构：
[1] Showa Pharmaceut Univ, 3-3165 Higashi Tamagawagakuen, Machida, Tokyo 33165, Japan
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 03期
关键词：
Molecular switch; Aromatic amide; Tropolone; pH-dependent; BIOLOGICAL-ACTIVITY; MOLECULAR SWITCH; AROMATIC AMIDES; PH; TROPOLONES; HELICITY; FOLDAMER;
D O I：
10.1016/j.tetlet.2015.12.048
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 ElZ 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. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：438 / 441
页数：4
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