Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
9605622 | Journal of Photochemistry and Photobiology A: Chemistry | 2005 | 6 Pages |
Abstract
3,3â²-Dimethoxy-4,2â²-dihydroxybiphenyl (4,2â²-DHBP) can be synthesized with high selectivity from 2-methoxyphenol (guaiacol) by photochemical excitation. Alternate methods to synthesize guaiacol dimers, e.g. peroxidase-catalyzed or electrochemically initiated dimerizations, generate a very low yield of 4,2â²-DHBP in comparison. Product yield of the photochemical synthesis of 4,2â²-DHBP can be enhanced by the addition of benzophenone as an activator without measurable loss in selectivity. Analytical GC-MS as well as a preparative HPLC method for the isolation of 4,2â²-DHBP are described. The enzymatic and photochemical approach reveal similar selectivities of about 90%, however the peroxidase reaction leads to 3,3â²-dimethoxy-4,4â²-dihydroxybiphenyl (4,4â²-DHBP) whereas the photochemical reaction affords 3,3â²-dimethoxy-4,2â²-dihydroxybiphenyl (4,2â²-DHBP).
Related Topics
Physical Sciences and Engineering
Chemical Engineering
Bioengineering
Authors
Diana Braga, Christof Christophis, Sandra Noll, Norbert Hampp,