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Thus, mild hydrogenation would significantly improve the sustainability of lignin valorization. Here, hydrogenation of phenols, alkylphenols, and methoxyphenols was achieved at mild reaction conditions (70\u2009\u00b0C and atmospheric pressure) via H\u2010transfer hydrogenation over Raney\u2010Ni catalyst in 2\u2010propanol and 2\u2010butanol solvents. The transfer hydrogenation was feasible at the mild conditions, but the complexity of the reactant greatly decreased or even completely suppressed its reactivity. The position of the functional group (<jats:italic>o<\/jats:italic>\u2010, <jats:italic>m<\/jats:italic>\u2010, <jats:italic>p<\/jats:italic>\u2010position) had a great effect on the reactivity of phenols. Moreover, 2\u2010butanol enhanced the conversion of phenols in comparison with 2\u2010propanol. When comparing classic hydrogenation with H\u2010transfer hydrogenation in presence of external H<jats:sub>2<\/jats:sub>, it was found that external H<jats:sub>2<\/jats:sub> not only regenerated H\u2010donor solvent and ensured stable performance but also increased conversion of phenols and alkylphenols. On the other hand, the absence of external H<jats:sub>2<\/jats:sub> boosted the conversion of methoxy phenols. Finally, phenols extracted from a pyrolysis oil aqueous phase were hydrogenated. The conversion of phenols was greatly affected by competitive adsorption of different compounds present in the reaction mixture. External H<jats:sub>2<\/jats:sub> promoted hydrogenation of the complex reaction mixture and prevented condensation of the reactive species in contrast to the H\u2010transfer hydrogenation.<\/jats:p>","DOI":"10.1002\/cssc.202102099","type":"journal-article","created":{"date-parts":[[2021,11,16]],"date-time":"2021-11-16T15:39:56Z","timestamp":1637077196000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":10,"title":["Semi\u2010Batch Hydrotreatment of Lignin\u2010Derived Phenolic Compounds over Raney\u2010Ni with a Continuous Regeneration of the H\u2010Donor Solvent"],"prefix":"10.1002","volume":"15","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-1090-8971","authenticated-orcid":false,"given":"Bogdan","family":"Shumeiko","sequence":"first","affiliation":[{"name":"Department of Petroleum Technology and Alternative Fuels University of Chemistry and Technology Prague  Prague Technick\u00e1 5 166 28 Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2996-7824","authenticated-orcid":false,"given":"David","family":"Kubi\u010dka","sequence":"additional","affiliation":[{"name":"Department of Petroleum Technology and Alternative Fuels University of Chemistry and Technology Prague  Prague Technick\u00e1 5 166 28 Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,12,6]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1246843"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1166\/jbmb.2011.1170"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr068360d"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/ceat.201000270"},{"key":"e_1_2_7_5_1","unstructured":"E. 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