Ra. Barkhau et al., INSOLUBLE LIGNIN MODELS .5. PREPARATION AND ALKALINE CONDENSATION-REACTIONS OF A POLYMER-BOUND QUINONE METHIDE, Journal of wood chemistry and technology, 14(1), 1994, pp. 17-44
A lignin model, capable of forming a quinone methide in alkali, was bo
und to polystyrene and heated in alkali with 2,6-dimethoxyphenol. The
polymer-supported phenol did not react with the soluble phenol under a
variety of conditions, while an analogous non-bound phenol rapidly re
acted with 2,6-dimethoxyphenolate ion, giving a condensation dimer in
good yield. Condensation in the two-phased system appeared to be inhib
ited primarily by steric factors involving the supporting polystyrene
resin.