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

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JournalCHEMSUSCHEM
DateAccepted/In press - 24 Oct 2016
DateE-pub ahead of print (current) - 27 Dec 2016
Early online date27/12/16
Original languageEnglish

Abstract

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.

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    Research areas

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

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