Absolute Configuration Assignment of Inherently Chiral Calix[4]arenes using DFT Calculations of Chiroptical Properties

被引：32
|
作者：
Talotta, Carmen [1 ]
Gaeta, Carmine [1 ]
Troisi, Francesco [1 ]
Monaco, Guglielmo [1 ]
Zanasi, Riccardo [1 ]
Mazzeo, Giuseppe [2 ]
Rosini, Carlo [2 ]
Neri, Placido [1 ]
机构：
[1] Univ Salerno, Dipartimento Chim, I-84084 Salerno, Italy
[2] Univ Basilicata, Dipartimento Chim, I-85100 Potenza, Italy
来源：
ORGANIC LETTERS | 2010年 / 12卷 / 13期
关键词：
OPTICAL RESOLUTION; RECOGNITION; CALIXARENES; ROTATION; DESIGN; ACID;
D O I：
10.1021/ol101098x
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The racemate of an inherently chiral meta-substituted calix[4]arene derivative 3 has been resolved via enantioselective HPLC. Measured optical rotation dispersion and electronic circular dichroism have been compared with DFT theoretical predictions. The comparison indicates that the absolute configuration of the dextrorotatory enantiomer (+)-3 is cS. The procedure has been successfully tested against a literature precedent confirming the validity of the method.
引用
收藏
页码：2912 / 2915
页数：4
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