Hypervalent halogen compounds are broadly divided into halogen(III), halogen(V), halogen(VII) compounds, which are used as reagents in organic synthesis for a range of selective transformations. Cyclic arylhaloniums have been exploited as organocatalysts in a variety of chemical reactions after being investigated as halogen-bonding donors because of their strong lewis acidity,1a,b environmental friendliness, and economic feasibility.
Non-covalent interaction between a covalently bonded atom of group VII (halogens) and a negative site, e.g. a lone pair of lewis bases or an anion is known as -hole interaction.2a A -hole bond involving halogens and a negative site is termed as halogen bond (XB).2b Recent years have seen increased interest in the advent of halogen bonding in organic synthesis. Most of the reports of halogen bond donors (XBD) catalysts are based on halogen(I)3a-c and very few reports on halogen(III).3d,e But enantioselective versions of such catalytic processes are still in their infancy.4a,b In particular, due to their high directionality, tuneability, polarizability, and solubility make them ideal candidates for inducing chirality. These highlighted works of iodolium salts5 as powerful Lewis acids (Scheme 1), increased the hopes of their potential use as catalysts in the future, as well as the possible creation of asymmetric versions. Our initial aim is to prepare new chiral XBD catalysts derived from chiral BINAM and apply them to various reactions.

Scheme 1: Imine activation by iodine(III)
References:
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