@article{oai:mie-u.repo.nii.ac.jp:00005713,
 author = {Funaoka, Masamitsu and 船岡, 正光},
 journal = {三重大学生物資源学部紀要 = The bulletin of the Faculty of Bioresources, Mie University},
 month = {Jan},
 note = {application/pdf, The nucleus exchange method was originally developed for producing phenols from lignin. This method is a combination of alkylation and dealkylation in the presence of boron trifluoride and phenol. This method includes three reaction steps, which proceed simultaneously in the single reaction system containing phenol and boron trifluoride: first, the formation of diphenylmethane type structures by phenolation of the side chains; second, the exchange of lignin phenyl nuclei for phenol; finally, the demethylation of methoxyl group. That is, in this process, Cα-aryl carbon-carbon linkages in phenylpropane units are selectively and quantitatively cleaved, releasing phenyl nuclei typified by guaiacol from guaiacyl (softwood) lignins. The guaiacol subsequently is partially demethylated to catechol. In the present paper, the application of nucleus exchange technique to lignin structural analysis is discussed in detail, following the theory, mechanism, and procedure of nucleus exchange method., 核交換法は,リグニンの側鎖一芳香核間結合を選択的かつ定量的に解裂させる手法である。本法は，三フッ化ホウ
素およびフェノールの存在下における芳香核のアルキル化と脱アルキル化のコンビネーションに基づく。核交換法とニトロベンゼン酸化分解の併用によって，複合体からリグニンを単離することなくリグニンの芳香核組成が迅速に計算される。本手法は,特にリグニンの二次縮合構遷として重要なジフェニルメタン型構造単位の解析手段として有用である。},
 pages = {45--67},
 title = {Application of Nucleus Exchange Technique to Lignin Structural Analysis},
 volume = {5},
 year = {1991}
}