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Catalytic C−O Bond Cleavage of 2-Aryloxy-1-arylethanols and Its Application to the Depolymerization of Lignin-Related Polymers
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2010-09-15 , DOI: 10.1021/ja106101f Jason M Nichols 1 , Lee M Bishop , Robert G Bergman , Jonathan A Ellman
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2010-09-15 , DOI: 10.1021/ja106101f Jason M Nichols 1 , Lee M Bishop , Robert G Bergman , Jonathan A Ellman
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A ruthenium-catalyzed, redox neutral C-O bond cleavage of 2-aryloxy-1-arylethanols was developed that yields cleavage products in 62-98% isolated yield. This reaction is applicable to breaking the key ethereal bond found in lignin-related polymers. The bond transformation proceeds by a tandem dehydrogenation/reductive ether cleavage. Initial mechanistic investigations indicate that the ether cleavage is most likely an organometallic C-O activation. A catalytic depolymerization of a lignin-related polymer quantitatively yields the corresponding monomer with no added reagent.
中文翻译：
2-Aryloxy-1-arylethanols 的催化 C-O 键裂解及其在木质素相关聚合物解聚中的应用
开发了钌催化的 2-芳氧基-1-芳基乙醇的氧化还原中性 CO 键裂解，其产生的裂解产物的分离产率为 62-98%。该反应适用于破坏木质素相关聚合物中的关键醚键。键转变通过串联脱氢/还原醚裂解进行。初步的机理研究表明，醚裂解很可能是有机金属 CO 活化。木质素相关聚合物的催化解聚定量产生相应的单体，无需添加试剂。
更新日期：2010-09-15
中文翻译：
2-Aryloxy-1-arylethanols 的催化 C-O 键裂解及其在木质素相关聚合物解聚中的应用
开发了钌催化的 2-芳氧基-1-芳基乙醇的氧化还原中性 CO 键裂解，其产生的裂解产物的分离产率为 62-98%。该反应适用于破坏木质素相关聚合物中的关键醚键。键转变通过串联脱氢/还原醚裂解进行。初步的机理研究表明，醚裂解很可能是有机金属 CO 活化。木质素相关聚合物的催化解聚定量产生相应的单体，无需添加试剂。
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