4.6 Article

An unprecedented palladium-arsenic catalytic cycle for nitriles hydration

Journal

FRONTIERS IN CHEMISTRY
Volume 11, Issue -, Pages -

Publisher

FRONTIERS MEDIA SA
DOI: 10.3389/fchem.2023.1253008

Keywords

nitrile hydration; palladium catalysis; arsenic catalysis; heterobimetallic catalysis; amide synthesis

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This article describes an unprecedented palladium/arsenic-based catalytic cycle for the hydration of nitriles to amides, which takes place under exceptionally mild conditions of neutral pH and moderate temperature (60°C). The versatility of this new catalytic cycle was tested on various nitriles, ranging from aliphatic to aromatic. The effect of ring substitution with electron withdrawing and electron donating groups, as well as potentially interferent functional groups such as hydroxy or pyridinic nitrogen, was investigated. Furthermore, a pilot study on the potential scalability of this approach for industrial production is presented, demonstrating its potential and rapid scale-up capability.
An unprecedented palladium/arsenic-based catalytic cycle for the hydration of nitriles to the corresponding amides is here described. It occurs in exceptionally mild conditions such as neutral pH and moderate temperature (60?). The versatility of this new catalytic cycle was tested on various nitriles from aliphatic to aromatic. Also, the effect of ring substitution with electron withdrawing and electron donating groups was investigated in the cases of aromatic nitriles, as well as the effect of potentially interferent functional groups such as hydroxy group or pyridinic nitrogen. Furthermore, a pilot study on the potential suitability of this approach for its scale-up is presented, revealing that the catalytic cycle could be potentially and quickly scaled up.

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