During the hydrothermal conversion of biomass used for producing chemicals and fuels, lignin mainly remained in the solid residue and accounted for ≈80% of the solid residue. [5] It is estimated that by 2030, the annual production of lignin will increase by 225 million tonnes, since the renewable fuel standard (RFS) program aimed to produce 60 billion gallons of biofuel. [6] Lignin is the only large volume renewable resource that mainly comprises aromatics in nature, [7] thus showing great potential for the production of biofuels and chemicals. However, less than 2% of technical lignin is used to produce chemicals, such as vanillin, dispersants, binders, surfactants, and other high value-added chemicals, while the remaining lignin is used as a low-grade fuel for generating heat and electricity. [2] In recent years, a variety of advanced conversion processes, such as pyrolysis and liquefaction, have been developed for lignin depolymerization to form various monomers and dimers (mainly phenolic derivatives). [1a,8] The lignin-derived monomers and dimers are a complex mixture of oxygenates mainly containing various oxygen-containing functional groups, i.e., C aryl OR, C alkyl OR, and CO bonds. [9] These oxygen-containing functional groups are mainly bonded to aromatic rings and difficult to be removed, resulting in the undesirable properties for transportation fuels, such as low heating values, thermal and chemical instability, strong corrosiveness, high viscosities, and immiscibility with fossil fuels. [10] Therefore, it is necessary to further upgrade lignin-derived monomers and dimers into biofuels (e.g., hydrocarbons and alcohols). Hydrodeoxygenation (HDO) is regarded as the most feasible technology for converting oxygen-rich inferior lignin-derived monomers and dimers into clean oxygen-free hydrocarbons. [8] Generally, the type, position, and number of substituents on the side chains can affect the HDO performances of ligninderived monomers and dimers. Song et al. found that the decreasing order of the C sp2 O bond strength for several phenolics was phenol > catechol > guaiacol, which was mainly due to electron donation from the adjacent substituent (-OH or-OCH 3) or the steric hindrance derived from the second orthosubstituted functional group. [11a] The HDO performances of The monomers and dimers produced via lignin depolymerization are a promising alternative to transportation fuels after hydrodeoxygenation (HDO). However, these compounds contain numerous oxygen-containing functional groups that are strongly bonded to aromatic rings. Therefore, the conventional HDO of lignin-derived compounds faces serious problems of catalyst deactivation due to coke deposition and low hydrocarbon yields. A metal-solid super acid catalyst, i.e., Ru(SO 4 2−)/ZrO 2-CeO 2 , is synthesized, characterized, and evaluated for the HDO of various lignin-derived monomers and dimers in a biphasic n-dodecane/H 2 O system. A high cyclohexane yield of 98.5% is obtained by the HDO of phenol performed at 200 °C and 5 MPa. The "hydrat...