Department of Chemistry, Lakehead University, 955 Oliver Road, Thunder Bay, Ontario P7B 5E1, Canada.
J Chem Inf Model. 2023 Oct 9;63(19):6068-6080. doi: 10.1021/acs.jcim.3c00987. Epub 2023 Sep 20.
Substituents modulate reactions, but their effects are commonly described by using proxies to their functional group properties. Substituent descriptors from the quantum theory of atoms in molecules, which are true functional group properties, are related here to these proxies, which have historically had chemically relevant meaning. Due to the large number of descriptors, multivariate analysis is used to intuit their significance. Multiple linear regression, principal component, and partial least squares regression analyses highlight that these substituent descriptors contain similar information to the proxies while being intrinsic, predictable substituent properties. Sources of error limiting quantitative reproduction of the proxy data include transferability, experimental accuracy, and solvation issues.
取代基会调节反应，但通常使用其官能团性质的替代物来描述它们的影响。本文将分子轨道量子理论中的取代基描述符（真正的官能团性质）与这些具有历史化学相关性意义的替代物联系起来。由于描述符数量众多，因此使用多元分析来直观地了解它们的重要性。多元线性回归、主成分和偏最小二乘回归分析突出表明，这些取代基描述符在具有内在可预测取代基性质的同时，包含与替代物相似的信息。限制替代物数据定量重现的误差源包括可转移性、实验精度和溶剂化问题。
