Search

The condensation of lignin under acidic conditions inhibited the subsequent value-added utilization of lignin, and the condensed lignin covered the biomass surface. Here, a method of benzenesulfonic acid pretreatment combined with nucleophilic reagents promoted pyrolytic saccharification and lignin hydrogenation was reported. The anhydrosugar content in the pyrolysis bio-oil increased from 66.91% to 69.00%, 72.88%, and 72.16% via adding methanol, propionaldehyde, 3-hydroxylic-2-naphthoic acid, respectively. The characterization of the biomass surface structure and the calculation of bond lengths indicated that carbonium ions prefer to bind with the added nucleophilic reagent rather than the lignin fragment. Furthermore, the quenching of the carbonium ions preserved the β-O-4 bond, as demonstrated in 2D NMR. In the subsequent hydrogenation reaction, it was found that methanol facilitated the production of lignin monomer. The calculation also revealed that the quenching of the carbonium ions with methanol reduced the bond-breaking energy of the β-O-4 bond., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2022 Elsevier Ltd. All rights reserved.)

C(CH3)5(+) is the first reported example of a five-coordinate carbon atom bound only to separate (that is, monodentate) carbon ligands. This species illustrate the limits of carbon bonding, exhibiting Lewis-violating "electron-deficient bonds" between the hypercoordinate carbon and its methyl groups. Though not kinetically persistent under standard laboratory conditions, its dissociation activation barriers may permit C(CH3)5(+) fleeting existence near 0 K., (© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)