ABSTRACT
A new highly soluble triazine derivative (SPr)34TpyTz showing three reversible redox processes with fast kinetics and high diffusion coefficients has been synthesized using an efficient, low-cost, and straightforward synthetic route. Concentrated single cell tests and DFT studies reveal a tendency of the reduced triazine species to form aggregates which could be avoided by tuning the supporting electrolyte concentration. Under the right conditions, (SPr)34TpyTz shows no capacity decay and good Coulombic, voltage, and energy efficiencies for the storage of two electrons. The storage of further electrons leads to a higher capacity decay and an increase of the electrolyte pH, suggesting the irreversible protonation of the generated species. So, a plausible mechanism has been proposed. A higher concentration of (SPr)34TpyTz shows slightly higher capacity decay and lower efficiencies due to the aggregate formation.
ABSTRACT
In this work we have found that a BODIPY can be used as an electron withdrawing group for the activation of double bonds in asymmetric catalysis. The synthesis of cyclohexyl derivatives containing a BODIPY unit can easily be achieved via trienamine catalysis. This allows a new different asymmetric synthesis of BODIPY derivatives and opens the door to future transformation of this useful fluorophore. In addition, the Quantum Chemistry calculations and mechanistic studies provide insights into the role of BODIPY as an EWG.
