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使用负载型路易斯酸催化剂(20% InCl/MCM - 41)对芳基丙酸酯/乙酸酯进行简便且高选择性的脱保护反应

Facile and Highly Selective Deprotection of Aryl Propionates/Acetates Using a Supported Lewis Acid Catalyst (20% InCl/MCM-41).

作者信息

Bhumkar Vikram G, Kamble Sumit B, Jagtap Rohidas M, Arbuj Sudhir S, Sakate Sachin S

机构信息

Heterogeneous Catalysis Group, Department of Chemistry, Progressive Education Society's, Modern College of Arts, Science and Commerce (Autonomous) Shivajinagar, Pune 5, Maharashtra 411005, India.

Department of Salt and Marine Chemicals, CSIR-CSMCRI, Bhavnagar, Gujarat 364002, India.

出版信息

ACS Omega. 2024 Dec 10;9(51):50269-50280. doi: 10.1021/acsomega.4c06271. eCollection 2024 Dec 24.

DOI:10.1021/acsomega.4c06271
PMID:39741847
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11683642/
Abstract

The selective deprotection of substituted aryl esters like acetates and propionates in the presence of different electron-donating and -withdrawing functional groups to the corresponding phenols in good yields was reported using the Lewis acid supported solid acid catalyst 20 InCl/MCM-41 prepared by the wet impregnation method. The textural and microscopic properties of the catalyst were studied, which revealed a high degree of dispersion of InCl over MCM-41, promising quantification of Lewis acidity, and well-ordered honeycomb structure. The methodology was further explored for the selective deprotection of acetates and propionates in the presence of substituted amides that remain unaltered. Reusability studies revealed the robust nature of the catalyst without losing the catalytic activity for up to six recycles corroborated with hot leaching test studies monitored by ICP-AES analysis, which was further authenticated with XPS studies of the catalyst before and after the reaction.

摘要

据报道,使用通过湿浸渍法制备的路易斯酸负载型固体酸催化剂20 InCl/MCM - 41,在不同给电子和吸电子官能团存在的情况下,乙酸酯和丙酸酯等取代芳基酯能以良好的产率选择性脱保护为相应的酚。研究了该催化剂的结构和微观性质,结果表明InCl在MCM - 41上高度分散,有望对路易斯酸度进行定量,且具有有序的蜂窝状结构。该方法进一步用于在取代酰胺存在下乙酸酯和丙酸酯的选择性脱保护,而取代酰胺保持不变。可重复使用性研究表明,该催化剂具有稳健的性质,在通过ICP - AES分析监测的热浸出试验研究中,经过多达六次循环仍不丧失催化活性,反应前后催化剂的XPS研究进一步证实了这一点。

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