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Chemoselective and efficient catalytic hydrogenation of furfural by iridium and ruthenium half-sandwich complexes

The efficient hydrogenation reaction of furfural (FFR) to furfuryl alcohol (FFA) was achieved with new pyridyl-imine iridium( iii ) and ruthenium( ii ) complexes as catalyst precursors. The hydrogenation of furfural yielded furfuryl alcohol selectively with a turnover number (TON) of 2961 and turnov...

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Bibliographic Details
Published in:New journal of chemistry 2020-06, Vol.44 (22), p.9382-939
Main Authors: Oklu, Novisi K, Makhubela, Banothile C. E
Format: Article
Language:English
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Summary:The efficient hydrogenation reaction of furfural (FFR) to furfuryl alcohol (FFA) was achieved with new pyridyl-imine iridium( iii ) and ruthenium( ii ) complexes as catalyst precursors. The hydrogenation of furfural yielded furfuryl alcohol selectively with a turnover number (TON) of 2961 and turnover frequency (TOF) of 1481 h −1 . The reactions were performed with formic acid as the source of hydrogen using a catalyst loading as low as 0.025 mol% and Et 3 N as base. The catalyst remained active for up to seven consecutive catalyst reuse cycles. Iridium outperformed the ruthenium analogues in terms of selectivity. Iridium hydride species were detected, during in situ 1 H NMR spectroscopy studies, and are believed to be the active catalytic species. A mechanism of the hydrogenation reaction has hence been proposed. A recyclable homogeneous iridium complex for the selective synthesis of furfuryl alcohol from furfural without additional solvent and hydrogen gas.
ISSN:1144-0546
1369-9261
DOI:10.1039/d0nj01811b