caa a22 4500 378867741 CHVBK 20180305123402.0 cr unu---uuuuu 161128e20030820xx s 000 0 eng 10.1515/HF.2003.070 doi (NATIONALLICENCE)gruyter-10.1515/HF.2003.070 Formation of β-O-4 Lignin Models -A Theoretical Study [Elektronische Daten] [B. Durbeej, L. A. Eriksson] The formation of two different β-O-4 lignin models is investigated by means of density functional calculations. It is found that the coupling of two coniferyl alcohol radicals forming a quinone methide proceeds by an energy barrier of ~2-5 kcal/mol, and that the associated reaction energy is negative by more than 20 kcal/mol. On the basis of the corresponding results obtained for the coupling of a coniferyl alcohol radical to a coniferyl alcohol, it is argued that the resulting radical, albeit being formed in an energetically less favourable process, might play an important role in lignin polymerisation. Finally, two different reaction mechanisms for the conversion of a quinone methide into a guaiacylglycerol-β-coniferyl ether dilignol through the addition of water are explored. Copyright © 2003 by Walter de Gruyter GmbH & Co. KG Timber & wood processing nationallicence Biotechnology nationallicence Materials science nationallicence Durbeej B. aut Eriksson L. A. aut Holzforschung Walter de Gruyter 57/5(2003-08-20), 466-478 0018-3830 57:5<466 2003 57 hfsg https://doi.org/10.1515/HF.2003.070 text/html Onlinezugriff via DOI 1 research article jats NATIONALLICENCE 856 40 https://doi.org/10.1515/HF.2003.070 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Durbeej B. aut NATIONALLICENCE 700 1- Eriksson L. A. aut NATIONALLICENCE 773 0- Holzforschung Walter de Gruyter 57/5(2003-08-20), 466-478 0018-3830 57:5<466 2003 57 hfsg CC0 http://creativecommons.org/publicdomain/zero/1.0 nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-gruyter