Chemoselective Metal-Free Aerobic Alcohol Oxidation in Lignin

Chemoselective Metal-Free Aerobic Alcohol Oxidation in Lignin
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DOI:
10.1021/ja401793n
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发表时间:
2013-05-01
影响因子:
15
通讯作者:
Stahl, Shannon S.
Stahl, Shannon S.
中科院分区:
化学1区
文献类型:
--
作者:
Rahimi, Alireza;Azarpira, Ali;Stahl, Shannon S.

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确定了一种有效的有机催化方法,用于木质素模型化合物中的仲苯基醇的化学选择性有氧氧化。天然木质素中选择性氧化的延伸也已被证明。最佳催化体系为:4-乙酰氨基-TEMPO(5%,TEMPO=2,2,6,6-四甲基哌啶-N-氧基)与HNO_3和HCl(各占10%)相结合。初步研究强调了将这种方法与随后的氧化步骤相结合以实现C-C键断裂的前景。
An efficient organocatalytic method for chemoselective aerobic oxidation of: secondary benzylic alcohols within lignin model compounds has been identified. Extension to selective oxidation in natural lignins has also been demonstrated. The optimal catalyst system consists of 4-acetamido-TEMPO (5 mol %; TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) in combination with HNO3 and HCl (10 mol % each). Preliminary studies highlight the prospect of combining this method with a subsequent oxidation step to achieve C-C bond cleavage.