Synthesis of N,N-Bis(nonaflyl) Squaric Acid Diamide and its Application to Organic Reactions

Abstract

As a continuing effort to develop strong Bronsted acids based on the squaric acid scaffold, it was expected that replacement of Tf group with a longer perfluoro-alkanesulfonyl group would be able to tune the physical pro-perties, such as solubilities in organic solvents and fluoro-philicity, without loss of reactivity (Figure 1). Herein, we report the development of a new Bronsted acid based on the squaric acid scaffold carrying two nonafluorobutanesulfonyl (Nf) groups and the preliminary results of its reactivity to various organic reactions.Squaric acid diamide