Twisted Amide Analogues of Troger's Base

被引：33

作者：

Artacho, Josep ^{[2
]}

Ascic, Erhad ^{[2
]}

Rantanen, Toni ^{[3
]}

Karlsson, Josefine ^{[2
]}

Wallentin, Carl-Johan ^{[2
]}

Wang, Ruiyao ^{[3
]}

Wendt, Ola F. ^{[2
]}

Harmata, Michael ^{[1
]}

Snieckus, Victor ^{[3
]}

Warnmark, Kenneth ^{[2
]}

机构：

[1] Univ Missouri, Dept Chem, Columbia, MO 65211 USA

[2] Lund Univ, Dept Chem, Ctr Anal & Synth, S-22100 Lund, Sweden

[3] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 04期

基金：

瑞典研究理事会; 美国国家科学基金会; 加拿大自然科学与工程研究理事会;

关键词：

hydrolysis; oxidation; Troger's base; twisted amides; X-ray structures; FUNCTIONAL-GROUP ARRAYS; FACE AROMATIC INTERACTIONS; MOLECULAR RECOGNITION; SYNTHETIC RECEPTORS; 2,8-DISUBSTITUTED ANALOGS; SUBSTITUTED ANALOGS; ORGANIC FLUORINE; AQUEOUS-MEDIA; CHEMISTRY; BOND;

D O I：

10.1002/chem.201103228

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Let's do the twist: The first twisted bis-amide (see figure) is obtained by the benzylic oxidation of Tröger's base (TB). Kinetic studies of its acidic hydrolysis reveal that the hydrolysis is to a large extent funneled through doubly protonated species. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1038 / 1042

页数：5

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