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使用基于联吡啶-金鸡纳碱的钯催化剂将醇类进行需氧氧化生成羰基合成子。

An aerobic oxidation of alcohols into carbonyl synthons using bipyridyl-cinchona based palladium catalyst.

作者信息

Cheedarala Ravi Kumar, Chidambaram Ramasamy R, Siva Ayyanar, Song Jung Il

机构信息

Research Institute of Mechatronics, Department of Mechanical Engineering, Changwon National University Changwon City Republic of Korea

Supramolecular and Organometallic Chemistry Lab, Department of Inorganic Chemistry, School of Chemistry, Madurai Kamaraj University Madurai 625021 Tamil Nadu India

出版信息

RSC Adv. 2021 Oct 6;11(52):32942-32954. doi: 10.1039/d1ra05855j. eCollection 2021 Oct 4.

DOI:10.1039/d1ra05855j
PMID:35493605
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9042156/
Abstract

We have reported an aerobic oxidation of primary and secondary alcohols to respective aldehydes and ketones using a bipyridyl-cinchona alkaloid based palladium catalytic system (PdAc-5) using oxygen at moderate pressure. The PdAc-5 catalyst was analysed using SEM, EDAX, and XPS analysis. The above catalytic system is used in experiments for different oxidation systems which include different solvents, additives, and bases which are cheap, robust, non-toxic, and commercially available on the industrial bench. The obtained products are quite appreciable in both yield and selectivity (70-85%). In addition, numerous important studies, such as comparisons with various commercial catalysts, solvent systems, mixture of solvents, and catalyst mole%, were conducted using PdAc-5. The synthetic strategy of oxidation of alcohol into carbonyl compounds was well established and all the products were analysed using H NMR, CNMR and GC-mass analyses.

摘要

我们报道了使用基于联吡啶-金鸡纳生物碱的钯催化体系(PdAc-5),在中等压力下利用氧气将伯醇和仲醇分别氧化为相应的醛和酮。使用扫描电子显微镜(SEM)、能量散射X射线光谱仪(EDAX)和X射线光电子能谱(XPS)分析对PdAc-5催化剂进行了分析。上述催化体系用于不同氧化体系的实验,这些氧化体系包括不同的溶剂、添加剂和碱,它们价格便宜、稳定性好、无毒且可在工业规模上商业购得。所获得的产物在产率和选择性方面(70 - 85%)都相当可观。此外,使用PdAc-5进行了许多重要研究,例如与各种商业催化剂、溶剂体系、混合溶剂以及催化剂摩尔百分比的比较。醇氧化为羰基化合物的合成策略已得到充分确立,并且所有产物都使用核磁共振氢谱(H NMR)、核磁共振碳谱(CNMR)和气相色谱-质谱联用(GC - mass)分析进行了分析。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89e9/9042156/7e473399e00c/d1ra05855j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89e9/9042156/864dde3e8168/d1ra05855j-s1.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89e9/9042156/a27136166a04/d1ra05855j-f2.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89e9/9042156/89e9a69406bb/d1ra05855j-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89e9/9042156/7e473399e00c/d1ra05855j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89e9/9042156/864dde3e8168/d1ra05855j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89e9/9042156/7f6cfe139ed2/d1ra05855j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89e9/9042156/a27136166a04/d1ra05855j-f2.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/89e9/9042156/89e9a69406bb/d1ra05855j-f4.jpg
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