Homogeneous Organic Reductant Based on 4,4'-Bu-2,2'-Bipyridine for Cross-Electrophile Coupling.

The synthesis of a new homogeneous reductant based on 4,4'-Bu-2,2'-bipyridine, Bu-OED, is reported. Bu-OED was prepared on a multigram scale in two steps from inexpensive and commercially available starting materials, with no chromatography required for purification. Bu-OED has a reduction potential of -1.

Tunable and Practical Homogeneous Organic Reductants for Cross-Electrophile Coupling.

The syntheses of four new tunable homogeneous organic reductants based on a tetraaminoethylene scaffold are reported. The new reductants have enhanced air stability compared to current homogeneous reductants for metal-mediated reductive transformations, such as cross-electrophile coupling (XEC), and are solids at room temperature. In particular, the weakest reductant is indefinitely stable in air and has a reduction potential of -0.