Reactions of ß-ARYL Lignin Model Quinone Methides with Anthrahydroquinone and Anthranol
- 1 January 1987
- journal article
- research article
- Published by Taylor & Francis in Journal of Wood Chemistry and Technology
- Vol. 7 (2) , 133-160
- https://doi.org/10.1080/02773818708085258
Abstract
Quinone methides prepared in situ from phenylcoumaran and ß-C-l lignin models which did not contain a ß-hydroxymethyl group, readily formed addition products with anthranol but not with anthrahydroquinone. For ß-aryl lignin models containing the hydroxymethyl group, the retro-aldol reaction (liberating formaldehyde) was so facile under the conditions used that stilbene formation from the quinone methide took precedence over adduct formation.This publication has 19 references indexed in Scilit:
- Adducts of Anthrahydroquinone and Anthranol with Lignin Model Quinone Methides. 9,10-13C Labelled Anthranol-Lignin Aeducts; Examination of Adouct Formation and Stereochemistry in the PolymerJournal of Wood Chemistry and Technology, 1986
- The Stereochemistry of Adduct Formation between a Lignin Model Quinone Methide and Anthrone, 10-Methylanthrone and 10-Phenylanthrone.Acta Chemica Scandinavica, 1985
- Adducts of anthrahydroquinone and anthranol with lignin model quinone methides. 4. Proton NMR hindered rotation studies. Correlation between solution conformations and x-ray crystal structureThe Journal of Organic Chemistry, 1984
- A New Synthesis of Model Compounds for the beta-5 Structural Unit in Lignins.Acta Chemica Scandinavica, 1984
- Adducts of anthrahydroquinone and anthranol with lignin model quinone methides. 3. Independent synthesis of threo and erythro isomersThe Journal of Organic Chemistry, 1983
- Adducts of anthrahydroquinone and anthranol with lignin model quinone methides. 1. Synthesis and characterizationThe Journal of Organic Chemistry, 1982
- Synthesis of the erythro and threo Forms of 1,2-Bis(4-hydroxy-3-methoxyphenyl)-1,3-propanediol.Acta Chemica Scandinavica, 1980
- Short NoteHolzforschung, 1979
- Synthesis of 1,2-Diarylpropane-1,3-Diols and Determination of their ConfigurationsHolzforschung, 1975
- Aromatic Keto- and Hydroxy-polyethers as Lignin Models. III.Acta Chemica Scandinavica, 1950