Green Photocatalysts for the Synthesis of Imines

  • Author: Liam Critchley
  • Published: 12 June 2018
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
  • Source / Publisher: Inorganic Chemistry/ACS Publications
  • Associated Societies: American Chemical Society (ACS), USA
thumbnail image: Green Photocatalysts for the Synthesis of Imines

Coordination polymers (CPs) are composed of metal cations linked by organic ligands and can form one-, two- or three-dimensional structures. Rare-earth-based CPs have been used for a wide range of applications, such as gas storage and separation, sensing, and catalysis. Lina M. Aguirre-Díaz, M. Ángeles Monge, Consejo Superior de Investigaciones Científicas, Madrid, Spain, and colleagues have found that this type of CP can be used as a green photocatalyst for the synthesis of imines at room temperature.


The team has designed five rare-earth CPs with ligands as light-harvesting antennas and catalytically active metal centers. They combined either La, Nd, Sm, Ho, or Er with the ligand 9,9′-spirobi[9H-fluorene]-2,2′-dicarboxylic acid (H2sfdc) in water or a water/ethanol mixture to form the CPs. The CPs based on La, Nd, Sm, and Ho form one-dimensional chains, while the CP based on Er forms a three-dimensional network.


The catalysts performed well in the photocatalytic oxidation of amines to imines (example pictured), with conversion rates of up to 76 % and selectivities of up to than 99 %. They could be recovered and used without any material loss and any loss in the selectivity towards the desired imine product.


 

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