苄基异鸟胺:一类简单实用的核磁共振鉴别剂，用于有效的手性识别酸

Q2 Chemistry

Tetrahedron, asymmetry Pub Date : 2017-10-15 DOI:10.1016/j.tetasy.2017.08.007

Jayaraman Kannappan , Aditya N. Khanvilkar , Gourav M. Upadhyay , Ashutosh V. Bedekar

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引用次数: 5

摘要

设计和合成了几种简单的异鸟胺n -苄基衍生物。这些衍生物作为手性溶剂化剂在核磁共振分析中对某些酸的信号进行了有效的识别。单晶x射线分析(R)-杏仁酸盐与两个标题衍生物的超分子相互作用，有助于在1H NMR分析中确定诱导化学位移。发现标题衍生物适合于定量测定未知对映体纯度的过量对映体，并能有效地分辨外消旋扁桃酸。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Benzyl isobornyl amines: a simple and practical class of NMR discriminating agents for effective chiral recognition of acids

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Benzyl isobornyl amines: a simple and practical class of NMR discriminating agents for effective chiral recognition of acids

The design and synthesis of a few simple N-benzyl derivatives of isobornyl amine is presented. The derivatives have been assessed as chiral solvating agents for effective discrimination of the signals of some acids in NMR analysis. The single crystal X-ray analysis of the salts of (R)-mandelic acid with two of the title derivatives help to understand the supramolecular interactions and assign the induced chemical shifts in ¹H NMR analysis. The title derivative is found to be suitable for quantitative determination of the enantiomeric excess of unknown enantiomeric purity as well as being efficient in resolving racemic mandelic acid.

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来源期刊

Tetrahedron, asymmetry 化学-无机化学与核化学

CiteScore

4.70

自引率

0.00%

发文量

审稿时长

1 months

期刊介绍： Cessation. Tetrahedron: Asymmetry presents experimental or theoretical research results of outstanding significance and timeliness on asymmetry in organic, inorganic, organometallic and physical chemistry, as well as its application to related disciplines, especially bio-organic chemistry. The journal publishes critical reviews, original research articles and preliminary communications dealing with all aspects of the chemical, physical and theoretical properties of non-racemic organic and inorganic materials and processes. Topics relevant to the journal include: the physico-chemical and biological properties of enantiomers; strategies and methodologies of asymmetric synthesis; resolution; chirality recognition and enhancement; analytical techniques for assessing enantiomeric purity and the unambiguous determination of absolute configuration; and molecular graphics and modelling methods for interpreting and predicting asymmetric phenomena. Papers describing the synthesis or properties of non-racemic molecules will be required to include a separate statement in the form of a Stereochemistry Abstract, for publication in the same issue, of the criteria used for the assignment of configuration and enantiomeric purity.