Term: oxidative addition https://doi.org/10.1351/goldbook.O04367 Definition: The insertion of a metal complex into a covalent bond involving formally an overall two-electron loss on one metal or a one-electron loss on each of two metals, i.e. \[\text{L}_{n}\text{M}^{m}+\text{XY}\rightarrow \text{L}_{n}\text{M}^{m+2}\left(\text{X}\right)\left(\text{Y}\right)\] or \[2\text{L}_{n}\text{M}^{m}+\text{XY}\rightarrow \text{L}_{n}\text{M}^{m+1}\left(\text{X}\right)+\text{L}_{n}\text{M}^{m+1}\left(\text{Y}\right)\] In radical chemistry, the term is used to indicate a radical addition to a carbon–carbon double bond, under oxidative conditions. For example: O04367-2.png Related Terms: 1) insertion (http://doi.org/10.1351/goldbook.I03058). 2) radical (http://doi.org/10.1351/goldbook.R05066). 3) covalent bond (http://doi.org/10.1351/goldbook.C01384). Image: Not defined (https://goldbook.iupac.org/img/inline/O04367-2.png) Source: PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1149 (https://doi.org/10.1351/pac199466051077) Citation: 'oxidative addition' in IUPAC Compendium of Chemical Terminology, 5th ed. International Union of Pure and Applied Chemistry; 2025. Online version 5.0.0, 2025. https://doi.org/10.1351/goldbook.O04367 License: The IUPAC Gold Book is licensed under Creative Commons Attribution-ShareAlike CC BY-SA 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/) for individual terms. Disclaimer: The International Union of Pure and Applied Chemistry (IUPAC) is continuously reviewing and, where needed, updating terms in the Compendium of Chemical Terminology (the IUPAC Gold Book). Users of these terms are encouraged to include the version of a term with its use and to check regularly for updates to term definitions that you are using.