2018
DOI: 10.1002/anie.201810605
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Base‐Free Iron Catalyzed Transfer Hydrogenation of Esters Using EtOH as Hydrogen Source

Abstract: Herein, we report on the use of the iron pincer complex Iron‐MACHO‐BH, in the base‐free transfer hydrogenation of esters with EtOH as a hydrogen source. More than 20 substrates including aromatic and aliphatic esters and lactones were reduced affording the desired primary alcohols and diols with moderate to excellent isolated yields. It is also possible to reduce polyesters to the diols with this method, enabling a novel way of plastic recycling. Reduction of the renewable substrate methyl levulinate proceeds … Show more

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Cited by 71 publications
(50 citation statements)
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“…Transfer hydrogenation (TH) is a useful green reaction that allows hydrogenation of substrates with an alcohol as a hydrogen donor instead of dihydrogen. 33,34 For instance TH of nitrobenzene ( Table 1, 1rst entry) follows equation 2.…”
Section: Resultsmentioning
confidence: 99%
“…Transfer hydrogenation (TH) is a useful green reaction that allows hydrogenation of substrates with an alcohol as a hydrogen donor instead of dihydrogen. 33,34 For instance TH of nitrobenzene ( Table 1, 1rst entry) follows equation 2.…”
Section: Resultsmentioning
confidence: 99%
“…In addition to the ruthenium complexes, a base‐metal catalyst based on a Fe‐Macho complex ( Fe‐3 , Figure 11) has been utilized by de Vries and co‐workers for the depolymerization of polyesters, although using transfer hydrogenation pathway, unlike the above discussed three catalysts that use molecular hydrogen for the depolymerization process [163] . Remarkably, EtOH, a renewable feedstock, was used as a hydrogen source compared to the conventionally used isopropanol.…”
Section: Depolymerization Of Plastics Using Catalytic (De)hydrogenationmentioning
confidence: 99%
“…We were very surprised to find that there were no reports of ester reduction via hydrosilylation after 2013, though, alternative methodologies, such as hydrogenation, were reported [140,141,142,143,144,145,146]. When we subjected benzyl benzoate to catalytic reduction in the presence of polymethylhydrosiloxane (PMHS) and dpp BIANFe(η 6 -toluene) ( 31 ), only 29% of benzyl alcohol was obtained [123].…”
Section: Iron-catalyzed Hydrosilylationmentioning
confidence: 99%