Electrochemically Induced C-H Bonds Activation And Functionalization In The Presence Of Composite As A Supporting Electrolyte

Electroorganic chemistry,as a green chemistry synthesis method, provides a benign and practical approach to synthesis, and has received increasing attention. Unfortunately, some applications necessitate the use of large amounts of supporting electrolyte to ensure ionic conductivity and the efficient movement of charge. As a result, one can be faced with a tedious workup and the waste of resources. Therefore, the study about the recycle of the supporting electrolyte is valuable. It is also the research focusing of the electrochemical research.Our partner, the Little group from UCSB,developed a recyclable composite by a polymeric ionic liquid(PIL) and carbon nanoparticle composite featuring conductive Super P? carbon black(CB). Then the recyclable composite was used as the supporting electrolyte and a series of electrochemical test was applied, it was found that it has highly electrochemical stability characters and widely electrochemical window, what's more, it can be recycle just by simple process.On the basis of above study, we conducted the further research:(1) To further explore the utility of the recyclable composite as the supporting electrolyte, a series of electrooxidative reaction was applied. Firstly, in the H cell, a tandem ring-opening/Friedel-Crafts alkylation reaction of chalcone epoxide was studied under the control potential condition. Also the recyclability and recovery rate was tested. Then, in the undivided cell, asymmetric benzyl oxide was performed using the composite electrolyte, transforming to esters. At last, 2-aminated benzoxazoles was synthesized in the undivided cell under controlled current condition. All the experiments reflected the recyclable composite could be widely used in the electrochemical oxidation reactions as the supporting electrolyte; meanwhile it keeps highly electrochemical characters after several times' recycle.(2) An effective cation chain reaction of electron-rich aromatics with N-vinylamides, induced by electrochemically in situ generated TBPA radical cation, has been developed. Firstly, the effect of the different reaction method, the rate of the two substrates and the amount of the mediator for the reaction was investigated. Under the optimized conditions, the scope of the substrates was researched. Then the reaction was applied was applied with the recyclable as supported electrolyte. The possible mechanism of the reaction was finally proposed combined with the cyclic voltammetry, the controlled experiments and the other test methods.