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“动力学捕获”酰正离子从活的三氯化铝促进傅克酰基化反应。

The "kinetic capture" of an acylium ion from live aluminum chloride promoted Friedel-Crafts acylation reactions.

机构信息

The College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, P. R. China.

出版信息

Org Biomol Chem. 2013 Mar 21;11(11):1810-4. doi: 10.1039/c3ob27094g. Epub 2013 Feb 7.

Abstract

AlCl(3) promoted Friedel-Crafts acylation between 4-tert-butylbenzoyl chloride and mesitylene was investigated. The donor-acceptor complex was observed as the major species. Kinetic investigation demonstrated that the reaction was first-order on the donor-acceptor complex and zero-order on ArH, suggesting that the donor-acceptor complex was not the true reactive species. However, the acylium ion was almost invisible with a fairly low concentration under live reaction conditions. It was approved as the true reactive species through kinetic data ("kinetic capture") in the AlCl(3) promoted Friedel-Crafts acylation reaction.

摘要

氯化铝(AlCl(3))促进了 4-叔丁基苯甲酰氯和均三甲苯之间的傅克酰基化反应。观察到供体-受体络合物是主要物种。动力学研究表明,反应对供体-受体络合物是一级反应,对 ArH 是零级反应,这表明供体-受体络合物不是真正的反应性物种。然而,在实际反应条件下,酰基正离子的浓度相当低,几乎不可见。通过在 AlCl(3)促进的傅克酰基化反应中的动力学数据(“动力学捕获”),证实了它是真正的反应性物种。

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