4.8 Article

Enhanced Controllability of Fries Rearrangements Using High-Resolution 3D-Printed Metal Microreactor with Circular Channel

Journal

SMALL
Volume 15, Issue 50, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/smll.201905005

Keywords

3D print; flow chemistry; Fries rearrangement; microreactors; reactive intermediates

Funding

  1. National Research Foundation (NRF) of Korea - Korean government [NRF-2017R1A3B1023598]
  2. 3D Microprint GmbH

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High-resolution 3D-printed stainless steel metal microreactors (3D-PMRs) with different cross-sectional geometry are fabricated to control ultrafast intramolecular rearrangement reactions in a comparative manner. The 3D-PMR with circular channel demonstrates the improved controllability in rapid Fries-type rearrangement reactions, because of the superior mixing efficiency to rectangular cross-section channels (250 mu m x 125 mu m) which is confirmed based on the computational flow dynamics simulation. Even in case of very rapid intramolecular rearrangement of sterically small acetyl group occurring in 333 mu s of reaction time, the desired intermolecular reaction can outpace to the undesired intramolecular rearrangement using 3D-PMR to result in high conversion and yield.

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