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磺化沥青质作为一种用于曼尼希反应的高效催化剂，具有出色的非对映选择性和可回收性。

Sulfonated asphaltene as a highly efficient catalyst for the Mannich reaction with excellent diastereoselectivity and recyclability.

作者信息

Habibnejad Navid, Azizi Najmedin, Hajibeygi Mohsen

机构信息

Chemistry and Chemical Engineering Research Center of Iran, P.O. Box 14335‑186, Tehran, Iran.

Department of Organic and Polymer Chemistry, Faculty of Chemistry, Kharazmi University, Tehran, 15719-14911, Iran.

出版信息

Sci Rep. 2024 Dec 28;14(1):30736. doi: 10.1038/s41598-024-80297-2.

DOI:10.1038/s41598-024-80297-2
PMID:39730466
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11680968/
Abstract

This study investigates the repurposing of asphaltene, a petroleum waste product, as a catalyst for organic reactions. Sulfonated asphaltene was synthesized and evaluated for its efficacy in catalyzing the Mannich reaction, displaying notable diastereoselectivity and operating effectively under mild conditions. Characterization of the catalyst's chemical composition, structure, and thermal stability was conducted using FT-IR, TGA, XRD, CHN, BET-BJH, SEM, and EDS analyses. Employing the sulfonated asphaltene catalyst in a one-pot multi-component reaction to generate β-amino carbonyl derivatives in ethanol resulted in high product yields after 4-7 h. Notably, the catalyst exhibited recyclability, demonstrating reusability for at least 10 reaction cycles.

摘要

本研究探讨了将石油废品沥青质作为有机反应催化剂进行重新利用。合成了磺化沥青质，并评估了其催化曼尼希反应的效果，结果显示出显著的非对映选择性，且在温和条件下能有效发挥作用。使用傅里叶变换红外光谱（FT-IR）、热重分析（TGA）、X射线衍射（XRD）、元素分析（CHN）、比表面积与孔径分布（BET-BJH）、扫描电子显微镜（SEM）和能谱分析（EDS）对催化剂的化学成分、结构和热稳定性进行了表征。在乙醇中使用磺化沥青质催化剂进行一锅多组分反应以生成β-氨基羰基衍生物，4至7小时后可获得高产物产率。值得注意的是，该催化剂具有可回收性，证明至少可重复使用10个反应循环。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9ba0/11680968/8b10adefdd91/41598_2024_80297_Fig14_HTML.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9ba0/11680968/3f79ba65f345/41598_2024_80297_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9ba0/11680968/da3e830759f6/41598_2024_80297_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9ba0/11680968/759a25a094f5/41598_2024_80297_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9ba0/11680968/e6b8c26a8e47/41598_2024_80297_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9ba0/11680968/4baec3a4fbbb/41598_2024_80297_Fig11_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9ba0/11680968/d5e7d40b18c6/41598_2024_80297_Fig10_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9ba0/11680968/8b10adefdd91/41598_2024_80297_Fig14_HTML.jpg

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本文引用的文献

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