Summary of the technology
We have developped a photocatalyst system able to promote the reduction of carbonyl groups to hydroxy groups using water as hydrogen source under light irradiation. The method features an exquisite selectivity and mildness of conditions, making it suitable for highly functionalized substrates.
We present an efficient, general and robust light-driven methodology based on earth-abundant elements to reduce aryl ketones, aryl olefins and aldehydes (up to 1400 TON). The dual catalytic system involves a robust and well-defined cobalt complex and a copper photoredox catalyst that use visible light as driving-force and H2O and an electron donor (typically a tertiary amine) as hydride source. The cobalt catalysts used are based on aminopyridine ligands active for photocatalytic water reduction. Moreover, the dual catalytic system operates in aqueous mixtures (80-60% water) and tolerates the presence of oxygen. Exquisite selectivity towards the hydrogenation of aryl ketones is observed in presence of terminal olefins, aliphatic ketones and alkynes. Remarkably, the catalytic system also shows a unique selectivity for the reduction of acetophenone in the presence of aliphatic aldehydes.
- Inexpensive hydrogen source (water) - non hydride
- highly specific to double bonds coupled to aromatic ring
- tolerant to oxygen
- eart abundant metal catalyst
Current development status
Synthesis of fine chemicals, treatment of waste
Desired business relationship
New technology applications
Adaptation of technology to other markets
Intellectual property status
Patent already applied for
Institute of Chemical Research of Catalonia
Technology Transfer Office