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A further step to sustainable palladium catalyzed oxidation: Allylic oxidation of alkenes in green solvents
Applied Catalysis A: General ( IF 4.7 ) Pub Date : 2021-09-03 , DOI: 10.1016/j.apcata.2021.118349
Maíra dos Santos Costa 1 , Amanda de Camargo Faria 1 , Rayssa L.V. Mota 1 , Elena V. Gusevskaya 1
Affiliation  

The palladium catalyzed oxidation of alkenes with molecular oxygen is a synthetically important reaction which employs palladium catalysts in solution; therefore, a solvent plays a critical role for the process. In this study, we have tested several green solvents as a reaction medium for the allylic oxidation of a series of alkenes. Dimethylcarbonate, methyl isobutyl ketone, and propylene carbonate, solvents with impressive sustainability ranks and very scarcely exploited in palladium catalyzed oxidations, were proved to be excellent alternatives for the solvents conventionally employed in these processes, such as acetic acid. Palladium acetate alone or in the combination with p-benzoquinone efficiently operates as the catalyst for the oxidation of alkenes by dioxygen under 5–10 atm. For most substrates, the systems in green solvents showed better selectivity for allylic oxidation products as compared to pure acetic acid; moreover, the reactions in propylene carbonate solutions occurred even faster than in acetic acid.



中文翻译:

可持续钯催化氧化的进一步步骤:烯烃在绿色溶剂中的烯丙基氧化

钯催化氧化烯烃与分子氧是合成上重要的反应,它使用溶液中的钯催化剂;因此,溶剂在该过程中起着关键作用。在这项研究中,我们测试了几种绿色溶剂作为一系列烯烃烯丙基氧化的反应介质。碳酸二甲酯、甲基异丁基酮和碳酸丙烯酯这些具有令人印象深刻的可持续性等级且很少在钯催化氧化中使用的溶剂被证明是这些过程中常规使用的溶剂(例如乙酸)的极好替代品。醋酸钯单独或与p组合-苯醌有效地作为催化剂在 5-10 个大气压下被双氧氧化烯烃。对于大多数底物,与纯乙酸相比,绿色溶剂中的系统对烯丙基氧化产物显示出更好的选择性;此外,在碳酸亚丙酯溶液中的反应甚至比在乙酸中发生得更快。

更新日期:2021-09-10
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