Term: electron pushing https://doi.org/10.1351/goldbook.08166 Definition: Method using curly arrows for showing the formal movement of an electron pair (from a lone pair or a \(\upsigma\) or \(\ce{\uppi\ bond}\)) or of an unpaired electron, in order to generate additional resonance forms or to denote a chemical reaction. Notes: 1) The electron movement may be intramolecular or intermolecular. 2) When a single electron is transferred, a single-headed curly arrow or "fish-hook" is used, but the electron movement in the opposite direction is redundant and sometimes omitted. Example: [image] Example: Array Link: Related Term: resonance forms (http://doi.org/10.1351/goldbook.08205). Related Term: curly arrows (http://doi.org/10.1351/goldbook.08160). Image: electron pushing (https://goldbook.iupac.org/img/inline/08166.jpg) Source: PAC, 2022, 94, 353. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 2021)' on page 410 (https://doi.org/10.1515/pac-2018-1010) Citation: 'electron pushing' 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.08166 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.