Department of Chemistry, Yeungnam University, Gyeongsan, Gyeongbuk 38541, Korea.
Department of Chemistry and Institute of Natural Science, Daegu University, Gyeongsan 38453, Republic of Korea.
J Org Chem. 2022 Mar 4;87(5):2289-2300. doi: 10.1021/acs.joc.1c01991. Epub 2022 Jan 20.
Finding a selective and efficient fragmentation process under ambient conditions is pivotal for the generation of fuels and chemical feedstocks from lignoceullosic biomass. In the present study, visible-light and amine-functionalized fullerene-based photocatalyst-promoted photodegradation reactions of dimeric β-O-4 and β-1 lignin model compounds, containing varying numbers of methoxy substituents on the arene ring, were explored to find and develop mild, eco-friendly photochemical techniques for efficient delignification. The results showed that, in contrast to well-known organic photoredox catalysts, amine-functionalized fullerene photocatalyst promoted photochemical reactions of lignin model compounds could lead to more efficient lignin fragmentation reactions through a pathway involving a selective C-C bond cleavage process, and in addition, C-hydroxyl moiety in lignin model compounds played a significant role in the success of the C-C bond cleavage reaction of lignin model substrates.
在环境条件下寻找选择性和高效的断裂过程对于从木质纤维素生物质中生成燃料和化学原料至关重要。在本研究中，探索了可见光和胺功能化富勒烯基光催化剂促进的二聚β-O-4 和 β-1 木质素模型化合物的光降解反应，这些模型化合物在芳环上具有不同数量的甲氧基取代基，以寻找和开发温和、环保的光化学技术，实现高效脱木质素。结果表明，与知名的有机光氧化还原催化剂不同，胺功能化富勒烯光催化剂可以促进木质素模型化合物的光化学反应，通过一种涉及选择性 C-C 键断裂过程的途径，导致更有效的木质素断裂反应，此外，木质素模型化合物中的 C-羟基在木质素模型底物的 C-C 键断裂反应的成功中起着重要作用。
