Design, synthesis and structure determination of new inherently chiral para-bromoalkoxycalix[4]arenes

被引：4

作者：

Yesypenko, Oleksandr A. ^{[1
]}

Klyachina, Marija A. ^{[1
]}

Dekhtyarenko, Maksym V. ^{[2
]}

Pirozhenko, Vladimir V. ^{[1
]}

Shishkina, Svitlana V. ^{[3
,4
]}

Boyko, Vyacheslav I. ^{[1
]}

Voitenko, Zoia V. ^{[2
]}

Kalchenko, Vitaly I. ^{[1
]}

机构：

[1] Natl Acad Sci Ukraine, Inst Organ Chem, Kiev, Ukraine

[2] Kiev Natl Taras Shevchenko Univ, Dept Chem, Kiev, Ukraine

[3] Natl Acad Sci Ukraine, STC Inst Single Crystals, Kharkov, Ukraine

[4] Kharkov Natl Univ, Dept Inorgan Chem, Kharkov, Ukraine

来源：

SUPRAMOLECULAR CHEMISTRY | 2017年 / 29卷 / 01期

关键词：

Inherently chiral calix[4]arenes; stereoselective synthesis; diastereomers; enantiomers; optical resolution; OPTICAL RESOLUTION; ENANTIOSELECTIVE RECOGNITION; RIM; SUBSTITUENTS; CALIXARENES; ACIDS;

D O I：

10.1080/10610278.2016.1167210

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The preparative method for the synthesis of inherently chiral para-bromoalkoxycalix[4]arenes based on para-bromination, stepwise regioselective debenzoylation and the following alkylation of the readily available 25-propoxy-26,27-dibenzoyloxycalix[4]arene with propyl bromide or (R)-N-(1-phenylethyl)bromoacetamide has been developed. Three types of the inherently chiral calix[4] arenes in cone or partial cone conformations with asymmetrical ((HBHH)(AHHH), (HBHH)(AAHH), (HCHH)(AHBH)) substitution of both upper and lower rims have been obtained in racemic, diastereomerically pure or enantiomerically pure forms. Their structure and the absolute configuration have been determined by NMR and X-ray. [GRAPHICS] .

引用

页码：49 / 58

页数：10

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