Cao Liwei, Kabeshov Mikhail, Ley Steven V, Lapkin Alexei A
Department of Chemical Engineering and Biotechnology, University of Cambridge, Cambridge CB3 0AS, UK.
Cambridge Centre for Advanced Research and Education in Singapore, CARES Ltd., CREATE Way, CREATE Tower #05-05, 138602 Singapore.
Beilstein J Org Chem. 2020 Jun 25;16:1465-1475. doi: 10.3762/bjoc.16.122. eCollection 2020.
A computational approach has been developed to automatically generate and analyse the structures of the intermediates of palladium-catalysed carbon-hydrogen (C-H) activation reactions as well as to predict the final products. Implemented as a high-performance computing cluster tool, it has been shown to correctly choose the mechanism and rationalise regioselectivity of chosen examples from open literature reports. The developed methodology is capable of predicting reactivity of various substrates by differentiation between two major mechanisms - proton abstraction and electrophilic aromatic substitution. An attempt has been made to predict new C-H activation reactions. This methodology can also be used for the automated reaction planning, as well as a starting point for microkinetic modelling.
已开发出一种计算方法，用于自动生成和分析钯催化的碳-氢（C-H）活化反应中间体的结构，并预测最终产物。作为一种高性能计算集群工具来实施，该方法已被证明能够正确选择反应机理，并对公开文献报道中所选实例的区域选择性作出合理说明。所开发的方法能够通过区分两种主要机理——质子提取和亲电芳香取代，来预测各种底物的反应活性。已尝试预测新的C-H活化反应。该方法还可用于自动反应规划，以及作为微动力学建模的起点。
