A supramolecular catalytic strategy for the synthesis of dibenzo[a,j]phenazine compounds from 2‐arylamines is demonstrated. The dimerization is achieved through the catalytic action of HemiQ[6] in an acidic environment. Kinetic constants… Click to show full abstract
A supramolecular catalytic strategy for the synthesis of dibenzo[a,j]phenazine compounds from 2‐arylamines is demonstrated. The dimerization is achieved through the catalytic action of HemiQ[6] in an acidic environment. Kinetic constants and activation energies have been calculated through UV/Vis spectrophotometric investigations using different amounts of HemiQ[6], whereby the reactivity was found to be related to the electron densities of the substrates. A possible mechanism involving host‐guest interaction between a 2‐arylaminium salt and HemiQ[6] through hydrogen‐bonding is proposed. The transformation of 2‐arylamines to dibenzo[a,j]phenazines in the presence of HemiQ[6] suggests that such supramolecular catalysis is effective for such constructions.
               
Click one of the above tabs to view related content.