One-Component Aluminum(heteroscorpionate) Catalysts for the Formation of Cyclic Carbonates from Epoxides and Carbon Dioxide

Javier Martínez, José A. Castro-Osma, Carlos Alonso-Moreno, Antonio Rodríguez-Diéguez, Michael North*, Antonio Otero, Agustín Lara-Sánchez

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


New neutral and zwitterionic chiral NNO-donor scorpionate ligands 1 and 2 were designed to obtain new mononuclear and dinuclear NNO-heteroscorpionate aluminum complexes. Reaction of 1 with [AlR3] (R=Me, Et) in a 1:1 or 1:2 molar ratio afforded the neutral mononuclear alkyl complexes [AlR22-bpzappe)] (R=Me (3), Et (4); bpzappeH=2,2-bis(3,5-dimethylpyrazol-1-yl)-1-[4-(dimethylamino)phenyl]-1-phenylethanol) and bimetallic complexes [(AlR22-bpzappe))(μ-O)(AlR3)] [R=Me (5), Et (6)]. By reaction of complexes 3-6 with PhCH2Br, mononuclear and dinuclear cationic aluminum complexes [AlR22-bbpzappe)]Br (R=Me (7), Et (8); bbpzappeH=N-benzyl-4-[2,2-bis(3,5-dimethyl-1H-pyrazol-1-yl)-1-hydroxy-1-phenylethyl]-N,N-dimethylbenzenaminium bromide) and [(AlR22-bbpzappe))(μ-O)(AlR3)]Br [R=Me (9), Et (10)] were synthesized. Both neutral aluminum complexes in the presence of Bu4NBr and cationic aluminum complexes were investigated as catalysts for cyclic carbonate formation from epoxides and carbon dioxide. Amongst them, complex10 was found to be an efficient one-component catalyst for the synthesis of cyclic carbonates from both monosubstituted and internal epoxides and was shown to have broad substrate scope.

Original languageEnglish
Early online date27 Dec 2016
Publication statusE-pub ahead of print - 27 Dec 2016

Bibliographical note

© 2016, Wiley. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details


  • Aluminum
  • Carbon dioxide fixation
  • Cyclic carbonates
  • Epoxides
  • Sustainable chemistry

Cite this