Roof shape amines: synthesis and application as NMR chiral solvating agents for discrimination of α-functionalized acids

被引：20

作者：

Jain, Nilesh ^{[1
]}

Mandal, Monali B. ^{[1
]}

Bedekar, Ashutosh V. ^{[1
]}

机构：

[1] Maharaja Sayajirao Univ Baroda, Fac Sci, Dept Chem, Vadodara 390002, Gujarat, India

来源：

TETRAHEDRON | 2014年 / 70卷 / 29期

关键词：

RAY CRYSTAL-STRUCTURES; DIELS-ALDER REACTIONS; CARBOXYLIC-ACIDS; ENANTIOMERIC EXCESS; SHIFT-REAGENT; ABSOLUTE-CONFIGURATION; MACROCYCLIC-COMPOUNDS; INCLUSION-COMPOUNDS; MOLECULAR TWEEZERS; O-METHYLMANDELATE;

D O I：

10.1016/j.tet.2014.05.001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of new chiral roof shape amines have been prepared from anthracene involving simple chemical steps and enzymatic resolution of isomers. The amines were screened as chiral solvating agents for the discrimination of enantiomers of several alpha-functionalized acids by the H-1 NMR analysis. The system can also be used to accurately measure enantiomeric excess of mandelic acid by H-1 NMR analysis. The roof shape CSAs were capable of detecting the shift in the signals for the standard four nuclei of H-1, C-13, F-19 and P-31 of various optically active acids. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：4343 / 4354

页数：12

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