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

页码：438 / 441

页数：4

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