Mechanochemical Bromination of Naphthalene Catalyzed by Zeolites: From Small Scale to Continuous Synthesis

IF 6.1 Q1 CHEMISTRY, MULTIDISCIPLINARY Chemistry methods : new approaches to solving problems in chemistry Pub Date : 2022-07-12 DOI:10.1002/cmtd.202200035
Dr. Karen J. Ardila-Fierro, Leonarda Vugrin, Dr. Ivan Halasz, Dr. Ana Palčić, Prof. José G. Hernández
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Abstract

Catalyzed reactions of organic substrates that operate continuously by extrusion techniques are rare. In this study, we developed a mechanochemical bromination of unactivated naphthalene (1) with 1,3-dibromo-5,5-dimethylhydantoin (DBDMH), catalyzed by zeolites in a ball mill. The use of DBDMH enabled the atom economy of the reaction to be superior compared to the other brominating agents evaluated. Among the zeolites tested, a FAU-type zeolite demonstrated high catalytic activity and recyclability. The success of the bromination route on a small scale enabled the development of a continuous catalyzed bromination of 1 by twin-screw extrusion.

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沸石催化萘的机械化学溴化反应:从小规模到连续合成
通过挤压技术连续操作的有机底物催化反应是罕见的。在这项研究中,我们开发了一个机械化学溴化的非活化萘(1)与1,3-二溴-5,5-二甲基海因(DBDMH),催化沸石在球磨机。DBDMH的使用使反应的原子经济性优于其他溴化剂。在所测试的沸石中,au型沸石表现出较高的催化活性和可回收性。小规模溴化路线的成功使双螺杆挤压连续催化溴化的发展成为可能。
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