TY - JOUR
T1 - Automation and Microfluidics for the Efficient, Fast, and Focused Reaction Development of Asymmetric Hydrogenation Catalysis
AU - van Putten, Robbert
AU - Eyke, Natalie S.
AU - Baumgartner, Lorenz M.
AU - Schultz, Victor L.
AU - Filonenko, Georgy A.
AU - Jensen, Klavs F.
AU - Pidko, Evgeny A.
PY - 2022
Y1 - 2022
N2 - Automation and microfluidic tools potentially enable efficient, fast, and focused reaction development of complex chemistries, while minimizing resource- and material consumption. The introduction of automation-assisted workflows will contribute to the more sustainable development and scale-up of new and improved catalytic technologies. Herein, the application of automation and microfluidics to the development of a complex asymmetric hydrogenation reaction is described. Screening and optimization experiments were performed using an automated microfluidic platform, which enabled a drastic reduction in the material consumption compared to conventional laboratory practices. A suitable catalytic system was identified from a library of RuII-diamino precatalysts. In situ precatalyst activation was studied with 1H/31P nuclear magnetic resonance (NMR), and the reaction was scaled up to multigram quantities in a batch autoclave. These reactions were monitored using an automated liquid-phase sampling system. Ultimately, in less than a week of total experimental time, multigram quantities of the target enantiopure alcohol product were provided by this automation-assisted approach.
AB - Automation and microfluidic tools potentially enable efficient, fast, and focused reaction development of complex chemistries, while minimizing resource- and material consumption. The introduction of automation-assisted workflows will contribute to the more sustainable development and scale-up of new and improved catalytic technologies. Herein, the application of automation and microfluidics to the development of a complex asymmetric hydrogenation reaction is described. Screening and optimization experiments were performed using an automated microfluidic platform, which enabled a drastic reduction in the material consumption compared to conventional laboratory practices. A suitable catalytic system was identified from a library of RuII-diamino precatalysts. In situ precatalyst activation was studied with 1H/31P nuclear magnetic resonance (NMR), and the reaction was scaled up to multigram quantities in a batch autoclave. These reactions were monitored using an automated liquid-phase sampling system. Ultimately, in less than a week of total experimental time, multigram quantities of the target enantiopure alcohol product were provided by this automation-assisted approach.
KW - asymmetric catalysis
KW - automation
KW - homogeneous catalysis
KW - hydrogenation
KW - microfluidics
UR - http://www.scopus.com/inward/record.url?scp=85131165307&partnerID=8YFLogxK
U2 - 10.1002/cssc.202200333
DO - 10.1002/cssc.202200333
M3 - Article
AN - SCOPUS:85131165307
VL - 15
JO - ChemSusChem (Print): chemistry & sustainability, energy & materials
JF - ChemSusChem (Print): chemistry & sustainability, energy & materials
SN - 1864-5631
IS - 14
M1 - e202200333
ER -