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In this context, an attempt has been made to understand the impact of substituents on the ESIPT process of 2-(oxazolinyl)-phenol. Electron donating (EDG: \u2013NH2, \u2013OCH3, and \u2013CH3) and electron withdrawing (EWG: \u2013Cl, \u2013Br, \u2013COOH, \u2013CF3, \u2013CN, and \u2013NO2) substitutions have been computationally designed and screened through density functional theory (DFT) and time-dependent density-functional theory (TDDFT) calculations. Furthermore, the ground state intramolecular proton transfer and ESIPT mechanisms of these designed luminophores are explored using the transition state theory. The results reveal that molecules with EDG show higher absorption and emission peaks than molecules with EWG and also indicate that the mobility of charge carriers in 2-(oxazolinyl)-phenol derivatives is significantly influenced by substituents. We found that the EWGs decrease the reorganization energy and increase the vertical ionization potential and electron affinity values, as well as the highest occupied molecular orbital-lowest unoccupied molecular orbital gap, compared to the EDG substituted molecules. Significantly, the excited state (S1) of the keto emission (K) form shows notably larger values for the EDG substitutions. The intersystem crossing pathway efficiency weakens with reduced spin\u2013orbit coupling matrix element in the enol form with electron-donating substituents and vice versa in the keto form during S1\u2013T3 transitions. Our research links intramolecular proton transfers and triplet generation, making these substituted molecules appealing for optoelectronic devices. Introducing EDGs, such as \u2013NH2, boosts the ESIPT reaction in 2-(oxazolinyl)-phenol. This study guides designing ESIPT emitters with unique photophysical properties.<\/jats:p>","DOI":"10.1063\/5.0202890","type":"journal-article","created":{"date-parts":[[2024,5,1]],"date-time":"2024-05-01T09:58:21Z","timestamp":1714557501000},"update-policy":"https:\/\/doi.org\/10.1063\/aip-crossmark-policy-page","source":"Crossref","is-referenced-by-count":10,"title":["Exploring electron donor and acceptor effects: DFT analysis of ESIPT\/GSIPT in 2-(oxazolinyl)-phenols for photophysical and luminophore enhancement"],"prefix":"10.1063","volume":"160","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-4815-3837","authenticated-orcid":false,"given":"Murugesan","family":"Panneerselvam","sequence":"first","affiliation":[{"name":"MolMod-CS\u2013Instituto de Qu\u00edmica, Campos de Valonginho, Universidade Federal Fluminense 1 , Centro, Niter\u00f3i, 24020-14 Rio de Janeiro,","place":["Brazil"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0000-4187-743X","authenticated-orcid":false,"given":"Reshma Rensil","family":"Francis","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Madras Christian College (Autonomous) [Affiliated to University of Madras] 2 , Tambaram East, Chennai 600059, Tamil Nadu,","place":["India"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7336-3572","authenticated-orcid":false,"given":"Singaravel","family":"Nathiya","sequence":"additional","affiliation":[{"name":"MolMod-CS\u2013Instituto de Qu\u00edmica, Campos de Valonginho, Universidade Federal Fluminense 1 , Centro, Niter\u00f3i, 24020-14 Rio de Janeiro,","place":["Brazil"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8556-462X","authenticated-orcid":false,"given":"Rajadurai Vijay","family":"Solomon","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Madras Christian College (Autonomous) [Affiliated to University of Madras] 2 , Tambaram East, Chennai 600059, Tamil Nadu,","place":["India"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2632-4076","authenticated-orcid":false,"given":"Madhavan","family":"Jaccob","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Loyola College (Autonomous) 3 , Nungambakkam, Chennai 600034, Tamil Nadu,","place":["India"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9967-4034","authenticated-orcid":false,"given":"Luciano T.","family":"Costa","sequence":"additional","affiliation":[{"name":"MolMod-CS\u2013Instituto de Qu\u00edmica, Campos de Valonginho, Universidade Federal Fluminense 1 , Centro, Niter\u00f3i, 24020-14 Rio de Janeiro,","place":["Brazil"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"317","published-online":{"date-parts":[[2024,5,1]]},"reference":[{"key":"2024100818064236300_c1","doi-asserted-by":"publisher","first-page":"1681","DOI":"10.1021\/acs.accounts.8b00172","article-title":"Unraveling the detailed mechanism of excited-state proton transfer","volume":"51","year":"2018","journal-title":"Acc. 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