Allure of HFIP in Unsaturated Carbon-Carbon Bond Functionalization

Hexafluoroisopropanol (HFIP) stands out as a versatile solvent in synthetic chemists' repertoire, facilitating a diverse array of intricate chemical reactions. It demonstrates a multifaceted role that extends beyond conventional uses and, in many cases, the mechanism appears to be complicated. This feature article elucidates the significance of HFIP in the context of Lewis and Bronsted acid-catalyzed reactions with a specific emphasis on the regio- and stereoselective functionalization of unsaturated carbon-carbon bonds. This mini-review emphasizes the versatility and significance of hexafluoroisopropanol (HFIP) solvent in Lewis and Bronsted acid-catalyzed reactions, primality focusing on the regio- and stereoselective functionalization of unsaturated carbon-carbon bonds (alkenes, alkynes, and allenes). The complexity of its mechanisms adds depth to its utility beyond conventional solvent applications.+ image