ABSTRACT

Halogen bonding is a class of noncovalent interaction where the halogen defies convectional chemistry model and functions as an electron acceptor or Lewis acid. It has been recognized as an important noncovalent interaction in supramolecular chemistry and biology. It is often regarded as parallel to hydrogen bonding in terms of directionality and strength, however, in contrast to hydrogen bond, it was rarely used in the design of organocatalysts. This landscape is currently changing as various research groups are attempting to tap the potential of halogen bonding as stabilizing interactions in organocatalysis. This chapter aims to introduce the readers to some of the works that have been reported in the involvement of halogen bond in organic synthesis, both as a promotor or a catalyst. Experimental and theoretical evidences presented in these works to support the involvement of halogen bond will be emphasized in this chapter.