A designed and potentially decadentate ligand for use in lanthanide(iii) catalysed biomass transformations: Targeting diastereoselective: Trans -4,5-diaminocyclopentenone derivatives

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Abstract

The goal of this study was to design a ligand system which can accommodate single lanthanide(iii)-ions and investigate the properties of the resulting complexes. The complexes of all the accesible lanthanides and yttrium with the new ligand LH6 = N,N′-dimethyl-N,N′-ethylene-bis(5-bromo-3-(1H-benzimidazol-2-yl)hydrazineylidene)-2-hydroxybenzylamine) were obtained in high yield at room temperature under aerobic reaction conditions. The corresponding compounds were characterised using X-ray diffraction, FT-IR, elemental analysis and the optical properties of all complexes were investigated using UV-vis and fluorescence spectroscopy. The air stable complexes efficiently transform biomass furfural to trans-4,5-cyclopentenones in high yield.

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Peewasan, K., Merkel, M. P., Fuhr, O., & Powell, A. K. (2020). A designed and potentially decadentate ligand for use in lanthanide(iii) catalysed biomass transformations: Targeting diastereoselective: Trans -4,5-diaminocyclopentenone derivatives. Dalton Transactions, 49(7), 2331–2336. https://doi.org/10.1039/d0dt00183j

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