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Highly Efficient 1-Octene Hydroformylation at Low Syngas Pressure: From Single-Droplet Screening to Continuous Flow Synthesis

Keshav Raghuvanshi, Cheng Zhu, Mahdi Ramezani, Stefano Menegatti, Erik E. Santiso, Dawn Mason, Jody Rodgers, M. Janka, Milad Abolhasani

2020ACS Catalysis31 citationsDOI

Abstract

We present a reconfigurable flow chemistry strategy for facile transition between accelerated screening and continuous synthesis of linear aldehydes through homogeneous rhodium-catalyzed hydroformylation of alkenes. The intensified mass and heat transport rates of the utilized membrane-based flow reactor enable access to safe and desirable reaction conditions (i.e., 50 psig syngas pressure) while providing high chemoselectivity and regioselectivity of the produced aldehydes. Additionally, by conducting hydrogen–deuterium scrambling experiments, we propose a reaction mechanism for the highly efficient hydroformylation reaction in flow.

Topics & Concepts

HydroformylationChemoselectivitySyngasChemistryCatalysisRhodiumFlow chemistryRegioselectivityOrganic chemistryChemical engineeringEngineeringInnovative Microfluidic and Catalytic Techniques InnovationAsymmetric Hydrogenation and CatalysisCatalytic Processes in Materials Science
Highly Efficient 1-Octene Hydroformylation at Low Syngas Pressure: From Single-Droplet Screening to Continuous Flow Synthesis | Litcius