Two‐Phase Reactions in Microdroplets without the Use of Phase‐Transfer Catalysts

Many important chemical transformations occur in two‐phase reactions, which are widely used in chemical, pharmaceutical, and polymer manufacturing. We present an efficient method for performing two‐phase reactions in microdroplets sheared by sheath gas without using a phase‐transfer catalyst. This a...

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Veröffentlicht in:Angewandte Chemie International Edition 2017-03, Vol.56 (13), p.3562-3565
Hauptverfasser: Yan, Xin, Cheng, Heyong, Zare, Richard N.
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Sprache:eng
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Zusammenfassung:Many important chemical transformations occur in two‐phase reactions, which are widely used in chemical, pharmaceutical, and polymer manufacturing. We present an efficient method for performing two‐phase reactions in microdroplets sheared by sheath gas without using a phase‐transfer catalyst. This avoids disadvantages such as thermal instability, high cost, and, especially, the need to separate and recycle the catalysts. We show that various alcohols can be oxidized to the corresponding aldehydes and ketones within milliseconds in moderate to good yields (50–75 %). The scale‐up of the present method was achieved at an isolated rate of 1.2 mg min−1 for the synthesis of 4‐nitrobenzylaldehyde from 4‐nitrobenzyl alcohol in the presence of sodium hypochlorite. The biphasic nature of this process, which avoids use of a phase‐transfer catalyst, greatly enhances synthetic effectiveness. It's all about the interface: Biphasic reactions are carried out in microdroplets without using a phase‐transfer catalyst. Reactions occur within milliseconds in moderate to good yields.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201612308