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Two Zn(II)/Cd(II) Coordination Polymers as Recyclable Heterogeneous Catalysts for an Efficient Room-Temperature Synthesis of α-Aminonitriles via the Solvent-Free Strecker Reaction.

Sheeba KhanDatta MarkadSanjay K Mandal
Published in: Inorganic chemistry (2022)
The α-aminonitriles are versatile building blocks in the synthesis of natural or artificial amino acids as well as important intermediates in organic synthesis. For their synthesis, the three-component Strecker reaction involving an aldehyde or a ketone together with amines and trimethylsilyl cyanide is used. In the literature, hydrothermally produced metal-based heterogeneous Lewis acid catalysts have been utilized in various solvents. In this work, we aimed at a greener approach toward such catalysis by (a) making two precatalysts with d 10 metal centers, {[Zn(hipamifba)(H 2 O)]·2H 2 O} n ( 1 ) and {[Cd(hipamifba)(H 2 O) 2 ]·2H 2 O} n ( 2 ) (where H 2 hipamifba = 4-(((4-((carboxymethyl) carbamoyl)phenyl)amino)methyl)benzoic acid), via an easy and scalable room-temperature method, and (b) showcasing the use of these coordination polymers (CPs) as very efficient, recyclable, and heterogeneous catalysts for the Strecker reaction to form α-aminonitriles in high yields under solvent-free reaction at ambient conditions. This has also allowed us to demonstrate the importance of open metal sites in such catalysis through an efficiency comparison between activated 1 and 2 . In addition, activated 2 exhibited a wide substrate scope including a natural product Girgensohnine , providing an example of a natural product synthesis by a CP catalyst via an organic transformation such as the Strecker reaction.
Keyphrases
  • room temperature
  • ionic liquid
  • highly efficient
  • amino acid
  • systematic review
  • heavy metals
  • metal organic framework
  • risk assessment
  • gold nanoparticles
  • nk cells
  • transition metal