Journal
CHEMSUSCHEM
Volume 10, Issue 6, Pages 1175-1185Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.201601370
Keywords
aluminum; carbon dioxide fixation; cyclic carbonates; epoxides; sustainable chemistry
Funding
- Ministerio de Economia y Competitividad (MINECO), Spain [CTQ2014-52899-R, CTQ2014-51912-REDC]
- Junta de Comunidades de Castilla-La Mancha, Spain [PEII-2014-013A]
- Plan Propio de la Universidad de Castilla-La Mancha
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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 [AlR2(k(2)bpzappe)] {R=Me (3), Et (4); bpzappeH=2,2-bis(3,5-dimethylpyrazol-1-yl)-1-[4-(dimethylamino) phenyl]-1-phenylethanol} and bimetallic complexes [{AlR2(k(2)-bpzappe)}(mu-O){AlR3}] [R= Me (5), Et (6)]. By reaction of complexes 3-6 with PhCH2Br, mononuclear and dinuclear cationic aluminum complexes [AlR2(k(2-)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, Ndimethylbenzenaminium bromide} and [{AlR2(k(2)-bbpzappe)}(mu O){AIR(3)}]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, complex 10 was found to be an efficient onecomponent 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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