Ligand centered redox enabled sustainable synthesis of triazines and pyrimidines using a zinc-stabilized azo-anion radical catalyst

Abstract

dehydrogenative coupling of alcohols and amidines. Catalyst 1a is well tolerant to a wide range of substrates yielding the desired pyrimidines and triazines in moderate to good isolated yields. A series of control reactions were performed to predict the plausible mechanism, suggesting that the active participation of the ligand-centered redox events enables the Zn(II)-complex 1a to act as an efficient catalyst for synthesizing these N-heterocycles. Electron transfer processes occur at the azo-aromatic ligand throughout the catalytic reaction, and the Zn(II)-center serves only as a template.

Topics & Concepts