This study investigates the Co(salen)-catalyzed oxidative cleavage of monomeric lignin model substrates to benzoquinones in a continuous flow system and maps the impact of various reaction parameters on the selectivity and yield of the cleavage. Our findings highlight the crucial role of precise oxygen dosing and its interplay with product solubility to achieve a successful reaction. Exposing the substrates to excess oxygen in a continuous flow system resulted in lower yields, while product precipitation was shown to be crucial in batch systems. Additionally, we explored the effects of added bases, oxygen pressure, solvents, and reaction time in a batch set-up. Overall, this work presents a valuable overview of what conditions are favourable when conversion towards benzoquinones is desired and what conditions should be avoided.

中文翻译：

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Co(salen)催化剂对木质素模型底物的氧化裂解：间歇和连续流动中不同反应参数影响的实验研究

本研究研究了连续流动系统中单体木质素模型底物 Co(salen) 催化的氧化裂解生成苯醌的情况，并绘制了各种反应参数对裂解选择性和产率的影响。我们的研究结果强调了精确的氧气剂量及其与产品溶解度的相互作用对于实现成功反应的关键作用。在连续流动系统中将基材暴露于过量氧气会导致产量降低，而产物沉淀在间歇系统中被证明是至关重要的。此外，我们还探讨了批量设置中添加的碱、氧压、溶剂和反应时间的影响。总的来说，这项工作对需要转化为苯醌时哪些条件是有利的以及应该避免哪些条件提供了有价值的概述。