Enantiopure Cryptophane Derivatives: Synthesis and Chiroptical Properties

Cryptophane énantiopures: synthèse et propriétés chiroptiques

Orsola Baydoun (1) , Thierry Buffeteau (2) , T. Brotin (1)

1 LC - Laboratoire de Chimie - UMR5182
2 ISM - Institut des Sciences Moléculaires

This review addresses the synthesis of enantiopure cryptophane and the study of their chiroptical properties. Cryptophane derivatives represent an important class of macrocyclic compounds that can bind a large range of species in solution under different conditions. The overwhelming majority of these host molecules is chiral and their chiroptical properties have been thoroughly investigated. The first part of this review is dedicated to the optical resolution and the synthesis of enantiopure cryptophane derivatives. In a second part, the study of the chiroptical properties of these molecular hosts by different techniques such as electronic and vibrational circular dichroism and Raman optical activity is detailed. These techniques allow the determination of the absolute configuration of cryptophane derivatives and provide useful information about their conformation in different conditions.

Mots clés: macrocyclic compounds; absolute configuration; ECD; VCD; ROA

Domaines: Chimie organique

Orsola Baydoun, Thierry Buffeteau, T. Brotin. Enantiopure Cryptophane Derivatives: Synthesis and Chiroptical Properties. Chirality, inPress, ⟨10.1002/chir.23347⟩. ⟨hal-03342930⟩