Transition metal/photocatalyst-free synthesis of geminal diamines via a sandwich-like photoactive donor–acceptor–donor complex

Abstract

The geminal diamine is an important molecular scaffold widely found in natural products, bioactive compounds, and pharmaceuticals. Nonetheless, the construction of this motif suffers from high temperature, excessive oxidants, and the utilization of transition metals. Herein, we present a transition metal/photocatalyst-free strategy for the synthesis of geminal diamines via photoinduced amidation of C(sp³)–H bonds. This reaction features high atom economy, broad substrate applicability, and good functional group tolerance. An unusual sandwich-like ternary donor–acceptor–donor complex resulting from π–π stacking and base action is proposed to be the key photosensitive species.