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Overview

Title: Reactants, Products, and Transition States of Elementary Chemical Reactions based on Quantum Chemistry
Authors: Colin A. Grambow, Lagnajit Pattanaik, William H. Green
Publication Date: 2020/05/08
Publication Link: Nature Scientific Data
Alternative Publication Links: ChemRxiv | DSpace@MIT | PubMed Central | ResearchGate

Abstract

Reaction times, activation energies, branching ratios, yields, and many other quantitative attributes are important for precise organic syntheses and generating detailed reaction mechanisms. Often, it would be useful to be able to classify proposed reactions as fast or slow. However, quantitative chemical reaction data, especially for atom-mapped reactions, are difficult to find in existing databases. Therefore, we used automated potential energy surface exploration to generate 12,000 organic reactions involving H, C, N, and O atoms calculated at the ωB97X-D3/def2-TZVP quantum chemistry level. We report the results of geometry optimizations and frequency calculations for reactants, products, and transition states of all reactions. Additionally, we extracted atom-mapped reaction SMILES, activation energies, and enthalpies of reaction. We believe that this data will accelerate progress in automated methods for organic synthesis and reaction mechanism generation—for example, by enabling the development of novel machine learning models for quantitative reaction prediction.