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

作者:Talotta Carmen; Gaeta Carmine; Troisi Francesco; Monaco Guglielmo; Zanasi Riccardo*; Mazzeo Giuseppe; Rosini Carlo; Neri Placido
来源:Organic Letters, 2010, 12(13): 2912-2915.
DOI:10.1021/ol101098x

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.

  • 出版日期2010-7-2