Taming troublesome suzuki-miyaura reactions in water solution of surfactants by the use of lecithin: A step beyond the micellar model

Abstract

The use of water solutions of industrial and designer surfactants enables performing a wide variety of chemical transformations on hydrophobic precursors. Most reactions are clean, fast, and efficient with vast benefits for overall sustainability. The widespread adoption of such methods is somewhat hampered by a lack of generality in the case of troublesome substrates and scaling up. The common literature solution for such issues is the use of small amounts of organic solvents. We here show that the use of a mixture of L-α-lecithin and Tween 80 is a preferable solution enabling the taming of particularly troublesome reactions where even the cosolvent approach fails. The strong reduction of all interface tensions characterizing such complex multiphase systems is key to the results achieved. The protocol is general and scalable.