OXIDATIVE CROSS-COUPLING OF P-HYDROXYCINNAMIC ALCOHOLS WITH DIMERIC ARYLGLYCEROL BETA-ARYL ETHER LIGNIN MODEL COMPOUNDS - THE EFFECT OF OXIDATION POTENTIALS
K. Syrjanen et G. Brunow, OXIDATIVE CROSS-COUPLING OF P-HYDROXYCINNAMIC ALCOHOLS WITH DIMERIC ARYLGLYCEROL BETA-ARYL ETHER LIGNIN MODEL COMPOUNDS - THE EFFECT OF OXIDATION POTENTIALS, Journal of the Chemical Society. Perkin transactions. I (Print), (20), 1998, pp. 3425-3429
Oxidation of p-hydroxycinnamyl alcohols together with dimeric lignin m
odel compounds containing arylglycerol beta-aryl ether structures was
found, under certain conditions, to yield cross coupling products with
beta-aryl ether and 5,5'-biphenyl bonds. Cross coupling appeared to b
e restricted to phenols of similar oxidation potential. The implicatio
ns of the ''limits to randomness'' for the understanding of the lignif
ication process in vascular plants are discussed.