Absolute Configuration Assignment of Inherently Chiral Calix[4]arenes using DFT Calculations of Chiroptical Properties
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- 作者：Carmen Talotta ; Carmine Gaeta ; Francesco Troisi ; Guglielmo Monaco ; Riccardo Zanasi ; Giuseppe Mazzeo ; Carlo Rosini ; Placido Neri
- 刊名：Organic Letters
- 出版年：2010
- 出版时间：July 2, 2010
- 年：2010
- 卷：12
- 期：13
- 页码：2912-2915
- 全文大小：201K
- 年卷期：v.12,no.13(July 2, 2010)
- ISSN：1523-7052
文摘
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.