Transient Formation of Hemiketals from Pentafluoro-gem-diols in the Presence of Alcohols

Pentafluoro-gem-diols have emerged as a source of reactive intermediates for synthesizing fluorinated molecules. When pentafluoro-gem-diols were exposed to alcohols as solvents, the formation of transient hemiketals was detected by 19F NMR. The conversion rates to hemiketals were found to be higher with primary alcohols than with secondary or fluorinated alcohols. These findings provide valuable insight for developing novel techniques to construct intricate fluorinated structures using pentafluoro-gem-diols.