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The electronic effect of substituents has an important influence on the ESIPT process. In this study, we investigated the effects of substituents on the ESIPT mechanism and the photophysical behavior of single\u2010benzene fluorophore (SBF) derivatives with computational chemistry methods. The \u03c9\u2010B97XD\/TZVP level of theory was used to calculate bond lengths, interaction energies, infrared spectra, electron\u2010hole analysis, and the energy barriers of ESIPT in SBFs. Our results confirmed the presence of intramolecular hydrogen bonds in both the ground and excited states in SBFs. Transition state calculation demonstrated that increasing the number of electron\u2010withdrawing groups enhances hydrogen bonding interaction and facilitates ESIPT. However, excessive substitution saturates the electron\u2010withdrawing effect, suppresses C\u2550O basicity, and potentially induces conformational constraints, leading to a higher barrier. Our findings provide some important theoretical basis for the design of ESIPT fluorescent dyes.<\/jats:p>","DOI":"10.1002\/asia.70285","type":"journal-article","created":{"date-parts":[[2025,9,9]],"date-time":"2025-09-09T11:17:32Z","timestamp":1757416652000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Theoretical Investigation of Substituent Effects on Excited\u2010State Intramolecular Proton Transfer in Amino\u2010Functionalized Benzene\u2010Derived Fluorophores"],"prefix":"10.1002","volume":"20","author":[{"given":"Jianxing","family":"Song","sequence":"first","affiliation":[{"name":"School of Chemistry and Chemical Engineering Hainan University  Haikou 570228 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Qin","family":"Ding","sequence":"additional","affiliation":[{"name":"School of Chemistry and Chemical Engineering Hainan University  Haikou 570228 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