is a phenomenon whereby restricted rotation about a single bond leads to the formation of stereoisomers, and is a key feature of natural products, drug molecules and catalysts.
Whereas chiral monomers with asymmetric carbon atoms have been widely used and their chiral copolymers have been studied (6-8), chiral monomers based on atropisomerism (chirality originating from hindered rotation about single bonds which leads to two conformationally stable optical antipodes) have not yet been used in order to obtain chiral copolymers.
This is to the best of our knowledge the first example of the use of atropisomerism in order to induce chirality in copolymers.
Triptycenes are highly promising structures due to their rigidity, internal free volume, electron rich cavities, three aromatic rings opened for p-stacking interactions and the possibility of atropisomerism
. We want to exploit their potential of non-covalent interactions in chemo-, regio- and stereoselective reactions by using triptycene scaffolds for the synthesis of iodine-based reagents.