Vibrational Circular Dichroism Studies on Axially Chiral Carbodiimides and Allenes

Abstract

The axial chirality of molecules with two consecutive double bonds (X=Y=Z) has not been studied well because of the lack of analysis methods and because of difficulties in their preparation in an enantiomerically pure form. This Synpacts article describes the use of VCD spectroscopy to study the stereochemistry of carbodiimides and allenes. A strategy to obtain carbodiimides with one-handed chirality using conformationally restrained systems is also discussed. 1 Introduction 2 Carbodiimides with Partially-Biased Axial Chirality and One-Handed Axial Chirality 3 Axially Chiral Allenes 4 Conclusions

Vibrational circular dichroism spectroscopy in the C–D, XY, and XYZ stretching region

“…While allene has been famous as a chiral species, 35 our group, for the first time, succeeded in preparing carbodiimides (NCN) with one-handed axial chirality and in analysing their VCD spectra. 36 Because we recently reported a short article on the use of VCD spectroscopy for studying the stereochemistry of allenes and carbodiimides, 37 this perspective article only briefly discusses allene and carbodiimide chromophores.…”