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A General Continuous Flow Method for Palladium Catalysed Carbonylation Reactions Using Single and Multiple Tube-in-Tube Gas-Liquid Microreactors: General Continuous Flow Method for Pd-Catalysed Carbonylations

Gross, Ulrike; Koos, Peter; O'Brien, Matthew; Polyzos, Anastasios; Ley, Steven V.

Authors

Ulrike Gross

Peter Koos

Anastasios Polyzos

Steven V. Ley



Abstract

A series of continuous flow chemistry processes that facilitate the palladium-catalysed carbonylation of aryl and vinyl iodides and aryl bromides with a range of alkoxy, hydroxy and amino nucleophiles is reported. Harnessing a semipermeable Teflon® AF-2400 Tube-in-Tube assembly, these reactors permit the controlled transport of carbon monoxide into solution at elevated pressure to generate homogeneous flow streams, avoiding some potential issues associated with segmented flow gas-liquid reactors. As the volume of pressurised gas contained within the device is low, the hazards associated with this are potentially mitigated relative to comparable batch processes. We also show how the incorporation of a second in-line gas-flow reactor allows for the sequential introduction of two gases (carbon monoxide and a gaseous nucleophile) into the reaction stream.

Citation

Gross, U., Koos, P., O'Brien, M., Polyzos, A., & Ley, S. V. (2014). A General Continuous Flow Method for Palladium Catalysed Carbonylation Reactions Using Single and Multiple Tube-in-Tube Gas-Liquid Microreactors: General Continuous Flow Method for Pd-Catalysed Carbonylations. European Journal of Organic Chemistry, 2014(29), 6418-6430. https://doi.org/10.1002/ejoc.201402804

Journal Article Type Article
Online Publication Date Sep 4, 2014
Publication Date 2014-10
Deposit Date Jun 13, 2023
Journal European Journal of Organic Chemistry
Print ISSN 1434-193X
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 2014
Issue 29
Pages 6418-6430
DOI https://doi.org/10.1002/ejoc.201402804
Keywords Organic Chemistry; Physical and Theoretical Chemistry