000078287 001__ 78287
000078287 005__ 20191127155457.0
000078287 0247_ $$2doi$$a10.1021/acssuschemeng.7b03218
000078287 0248_ $$2sideral$$a104587
000078287 037__ $$aART-2018-104587
000078287 041__ $$aeng
000078287 100__ $$0(orcid)0000-0002-0136-5138$$aFraile, J.M.$$uUniversidad de Zaragoza
000078287 245__ $$aRole of Substituents in the Solid Acid-Catalyzed Cleavage of the ß-O-4 Linkage in Lignin Models
000078287 260__ $$c2018
000078287 5060_ $$aAccess copy available to the general public$$fUnrestricted
000078287 5203_ $$aThe role of substituents in the acidolysis of several lignin models bearing a ß-O-4 linkage was studied through experimental (by using Nafion SAC-13 as a heterogeneous catalyst) and theoretical data (including transition state calculations). An equilibrium involving the protonation of either a-OH or ß-OH groups as well as the dehydration of the a-OH protonated form to yield a benzylic carbocation is assumed. Phenylacetaldehyde and phenol derivatives are the major reaction products for a number of lignin models, though other products have also been identified (such as enol ethers and coumaran derivatives). The high reactivity observed for lignin models bearing an ortho-methoxy group on the O-bound phenyl ring has been attributed to the methoxy anchimeric assistance to the benzylic position. On the other hand, the low formaldehyde yields observed in the acidolysis of some lignin models have been attributed to the hydrogen bond formation between the hydroxymethyl group and the base abstracting the ß- hydrogen of the carbocationic intermediate.
000078287 536__ $$9info:eu-repo/grantAgreement/ES/DGA/E11$$9info:eu-repo/grantAgreement/ES/DGA/FSE$$9info:eu-repo/grantAgreement/ES/MINECO/CTQ2014-52367-R
000078287 540__ $$9info:eu-repo/semantics/openAccess$$aAll rights reserved$$uhttp://www.europeana.eu/rights/rr-f/
000078287 590__ $$a6.97$$b2018
000078287 591__ $$aENGINEERING, CHEMICAL$$b9 / 138 = 0.065$$c2018$$dQ1$$eT1
000078287 591__ $$aGREEN & SUSTAINABLE SCIENCE & TECHNOLOGY$$b5 / 35 = 0.143$$c2018$$dQ1$$eT1
000078287 591__ $$aCHEMISTRY, MULTIDISCIPLINARY$$b26 / 172 = 0.151$$c2018$$dQ1$$eT1
000078287 592__ $$a1.666$$b2018
000078287 593__ $$aChemical Engineering (miscellaneous)$$c2018$$dQ1
000078287 593__ $$aRenewable Energy, Sustainability and the Environment$$c2018$$dQ1
000078287 593__ $$aEnvironmental Chemistry$$c2018$$dQ1
000078287 593__ $$aChemistry (miscellaneous)$$c2018$$dQ1
000078287 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/acceptedVersion
000078287 700__ $$0(orcid)0000-0003-1199-2087$$aGarcía, J.I.
000078287 700__ $$0(orcid)0000-0002-8805-4374$$aHormigón, Z.$$uUniversidad de Zaragoza
000078287 700__ $$0(orcid)0000-0003-1570-4257$$aMayoral, J.A.$$uUniversidad de Zaragoza
000078287 700__ $$aSaavedra, C.J.
000078287 700__ $$0(orcid)0000-0003-2010-9540$$aSalvatella, L.$$uUniversidad de Zaragoza
000078287 7102_ $$12013$$2765$$aUniversidad de Zaragoza$$bDpto. Química Orgánica$$cÁrea Química Orgánica
000078287 773__ $$g6, 2 (2018), 1837-1847$$pACS sustain. chem. & eng.$$tACS sustainable chemistry & engineering$$x2168-0485
000078287 8564_ $$s410678$$uhttps://zaguan.unizar.es/record/78287/files/texto_completo.pdf$$yPostprint
000078287 8564_ $$s72481$$uhttps://zaguan.unizar.es/record/78287/files/texto_completo.jpg?subformat=icon$$xicon$$yPostprint
000078287 909CO $$ooai:zaguan.unizar.es:78287$$particulos$$pdriver
000078287 951__ $$a2019-11-27-15:48:25
000078287 980__ $$aARTICLE