Electron transfer behavior of 1,2-diphenyl-o-carborane was investigated by cyclic voltammetry (CV). In the presence of 1,2-dibromo-1,2-diphenylethane, a significant catalytic current was observed. The macroscale electrocatalytic reduction of the dibromide using a catalytic amount (1 mol%) of the carborane mediator afforded the desired trans-stilbene in excellent yield.
Novel carborane-triphenylamine dyad 1 was successfully prepared. The dyad exhibited the aggregation-induced emission (AIE) property in a solution of THF/water [1/99 (v/v)]. The cyclic voltammogram of 1 measured in tetrabutylammonium perchlorate (TBAP)/DMF using glassy carbon (GC) disk working electrode showed redox couples both at anodic side and cathodic side derived from redox responses of the triarylamine and the carborane moieties, respectively. The mediatory behavior of 1 for the anodic oxidation of benzyl alcohol was clearly confirmed by cyclic voltammetry in the presence of 2,6-lutidine. The catalytic current of 1 for the cathodic reduction of 1,2-dibromo-1,2-diphenylethane was also observed.
Aryl mesylates were found to be deoxygenatively reduced into the corresponding aromatic hydrocarbons by using nickel(0)-dppb/PPh3 catalyst with zinc powder and an alcohol as a hydrogen donor.
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