{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,28]],"date-time":"2026-08-28T21:50:51Z","timestamp":1787953851197,"version":"build-2784847793"},"reference-count":53,"publisher":"Royal Society of Chemistry (RSC)","issue":"42","license":[{"start":{"date-parts":[[2024,9,1]],"date-time":"2024-09-01T00:00:00Z","timestamp":1725148800000},"content-version":"am","delay-in-days":609,"URL":"http:\/\/rsc.li\/journals-terms-of-use"}],"funder":[{"DOI":"10.13039\/501100003130","name":"Fonds Wetenschappelijk Onderzoek","doi-asserted-by":"publisher","award":["G024019N"],"award-info":[{"award-number":["G024019N"]}],"id":[{"id":"10.13039\/501100003130","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004418","name":"Vrije Universiteit Brussel","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100004418","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004385","name":"Universiteit Gent","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100004385","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["rsc.org"],"crossmark-restriction":true},"short-container-title":["Phys. Chem. Chem. Phys."],"abstract":"<jats:p>Insight into the energetics of competing reaction pathways for the electrophilic aromatic bromination on benzenes and the factors driving the regioselectivity of these mechanisms was provided based on a combination of conceptual tools.<\/jats:p>","DOI":"10.1039\/d3cp03137c","type":"journal-article","created":{"date-parts":[[2023,9,1]],"date-time":"2023-09-01T10:01:22Z","timestamp":1693562482000},"page":"28581-28594","update-policy":"https:\/\/doi.org\/10.1039\/rsc_crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["The electrophilic aromatic bromination of benzenes: mechanistic and regioselective insights from density functional theory"],"prefix":"10.1039","volume":"25","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-5296-857X","authenticated-orcid":false,"given":"Xavier","family":"Deraet","sequence":"first","affiliation":[{"name":"Department of General Chemistry (ALGC), Vrije Universiteit Brussel (VUB), Pleinlaan 2, 1050 Elsene, Brussels, Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3600-3660","authenticated-orcid":false,"given":"Eline","family":"Desmedt","sequence":"additional","affiliation":[{"name":"Department of General Chemistry (ALGC), Vrije Universiteit Brussel (VUB), Pleinlaan 2, 1050 Elsene, Brussels, Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6185-9818","authenticated-orcid":false,"given":"Ruben","family":"Van Lommel","sequence":"additional","affiliation":[{"name":"Department of General Chemistry (ALGC), Vrije Universiteit Brussel (VUB), Pleinlaan 2, 1050 Elsene, Brussels, Belgium"},{"name":"Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F Leuven Chem&Tech, Box 2404, 3001 Leuven, Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2206-178X","authenticated-orcid":false,"given":"Veronique","family":"Van Speybroeck","sequence":"additional","affiliation":[{"name":"Center of Molecular Modeling, Ghent University, Technologiepark 46, 9052 Zwijnaarde, Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4900-7513","authenticated-orcid":false,"given":"Frank","family":"De Proft","sequence":"additional","affiliation":[{"name":"Department of General Chemistry (ALGC), Vrije Universiteit Brussel (VUB), Pleinlaan 2, 1050 Elsene, Brussels, Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2023]]},"reference":[{"key":"D3CP03137C\/cit1\/1","doi-asserted-by":"crossref","first-page":"4443","DOI":"10.1021\/acs.jmedchem.5b01409","volume":"59","author":"Brown","year":"2016","journal-title":"J. Med. Chem."},{"key":"D3CP03137C\/cit2\/1","doi-asserted-by":"crossref","first-page":"15346","DOI":"10.1002\/chem.202003770","volume":"26","author":"M\u0105kosza","year":"2020","journal-title":"Chem. \u2013 Eur. J."},{"key":"D3CP03137C\/cit3\/1","doi-asserted-by":"crossref","first-page":"1022","DOI":"10.1002\/cber.18730060246","volume":"6","author":"Faust","year":"1873","journal-title":"Ber. Dtsch. Chem. Ges."},{"key":"D3CP03137C\/cit4\/1","doi-asserted-by":"crossref","first-page":"95","DOI":"10.1039\/pl8900600095","volume":"6","author":"Russell","year":"1890","journal-title":"Proc. Chem. Soc."},{"key":"D3CP03137C\/cit5\/1","doi-asserted-by":"crossref","first-page":"31","DOI":"10.1002\/9780470171806.ch2","volume":"1","author":"Ross","year":"1963","journal-title":"Prog. Phys. Org. Chem."},{"key":"D3CP03137C\/cit6\/1","doi-asserted-by":"crossref","first-page":"240","DOI":"10.1021\/ar50043a002","volume":"4","author":"Olah","year":"1971","journal-title":"Acc. Chem. Res."},{"key":"D3CP03137C\/cit7\/1","doi-asserted-by":"crossref","first-page":"1512","DOI":"10.1093\/hesc\/9780199270293.001.0001","volume-title":"Organic Chemistry","author":"Clayden","year":"2012","unstructured":"J.Clayden ,  N.Greeves  and  S.Warren ,  Organic Chemistry ,  Oxford University Press ,  New York ,  2012 ,  p. 1512"},{"key":"D3CP03137C\/cit8\/1","first-page":"320","volume-title":"Structure and Reactivity in Organic Chemistry","author":"Moloney","year":"2008","unstructured":"M. G.Moloney ,  Structure and Reactivity in Organic Chemistry ,  Wiley-Blackwell ,  New Jersey ,  2008 ,  p. 320"},{"key":"D3CP03137C\/cit9\/1","doi-asserted-by":"crossref","first-page":"16368","DOI":"10.1002\/anie.201902216","volume":"58","author":"Rohrbach","year":"2019","journal-title":"Angew. Chem., Int. Ed."},{"key":"D3CP03137C\/cit10\/1","doi-asserted-by":"crossref","first-page":"2971","DOI":"10.1021\/jo100195w","volume":"75","author":"Fern\u00e1ndez","year":"2010","journal-title":"J. Org. Chem."},{"key":"D3CP03137C\/cit11\/1","doi-asserted-by":"crossref","first-page":"917","DOI":"10.1038\/s41557-018-0079-7","volume":"10","author":"Kwan","year":"2018","journal-title":"Nat. Chem."},{"key":"D3CP03137C\/cit12\/1","doi-asserted-by":"crossref","first-page":"4367","DOI":"10.1021\/jacs.1c00307","volume":"143","author":"Stuyver","year":"2021","journal-title":"J. Am. Chem. Soc."},{"key":"D3CP03137C\/cit13\/1","doi-asserted-by":"crossref","first-page":"19094","DOI":"10.1021\/ja201866h","volume":"133","author":"Koleva","year":"2011","journal-title":"J. Am. Chem. Soc."},{"key":"D3CP03137C\/cit14\/1","doi-asserted-by":"crossref","first-page":"1191","DOI":"10.1021\/acs.accounts.6b00120","volume":"49","author":"Galabov","year":"2016","journal-title":"Acc. Chem. Res."},{"key":"D3CP03137C\/cit15\/1","doi-asserted-by":"crossref","first-page":"9719","DOI":"10.1021\/jacs.9b04982","volume":"141","author":"Stuyver","year":"2019","journal-title":"J. Am. Chem. Soc."},{"key":"D3CP03137C\/cit16\/1","doi-asserted-by":"crossref","first-page":"7044","DOI":"10.1002\/chem.201800385","volume":"24","author":"Van Lommel","year":"2018","journal-title":"Chem. \u2013 Eur. J."},{"key":"D3CP03137C\/cit17\/1","doi-asserted-by":"crossref","first-page":"680","DOI":"10.1039\/C6SC03500K","volume":"8","author":"Moors","year":"2017","journal-title":"Chem. Sci."},{"key":"D3CP03137C\/cit18\/1","doi-asserted-by":"crossref","first-page":"14871","DOI":"10.1021\/jacs.0c01975","volume":"142","author":"Rohrbach","year":"2020","journal-title":"J. Am. Chem. Soc."},{"key":"D3CP03137C\/cit19\/1","doi-asserted-by":"crossref","first-page":"5051","DOI":"10.1039\/D0CP05245K","volume":"23","author":"Stamenkovi\u0107","year":"2021","journal-title":"Phys. Chem. Chem. Phys."},{"key":"D3CP03137C\/cit20\/1","doi-asserted-by":"crossref","first-page":"1621","DOI":"10.1021\/jacs.9b12672","volume":"142","author":"Nishii","year":"2020","journal-title":"J. Am. Chem. Soc."},{"key":"D3CP03137C\/cit21\/1","doi-asserted-by":"crossref","first-page":"1579","DOI":"10.1039\/c0gc00689k","volume":"13","author":"Smith","year":"2011","journal-title":"Green Chem."},{"key":"D3CP03137C\/cit22\/1","doi-asserted-by":"crossref","first-page":"1298","DOI":"10.1021\/jp210993k","volume":"116","author":"\u0160aki\u0107","year":"2012","journal-title":"J. Phys. Chem. A"},{"key":"D3CP03137C\/cit23\/1","doi-asserted-by":"crossref","first-page":"5169","DOI":"10.1021\/ja01576a024","volume":"79","author":"Andrews","year":"1957","journal-title":"J. Am. Chem. Soc."},{"key":"D3CP03137C\/cit24\/1","doi-asserted-by":"crossref","first-page":"582","DOI":"10.1039\/b110169m","volume":"26","author":"Vasilyev","year":"2002","journal-title":"New J. Chem."},{"key":"D3CP03137C\/cit25\/1","doi-asserted-by":"crossref","first-page":"51016","DOI":"10.1039\/C4RA10557E","volume":"4","author":"Delgado-Abad","year":"2014","journal-title":"RSC Adv."},{"key":"D3CP03137C\/cit26\/1","doi-asserted-by":"crossref","first-page":"6809","DOI":"10.1002\/anie.201101852","volume":"50","author":"Kong","year":"2011","journal-title":"Angew. Chem., Int. Ed."},{"key":"D3CP03137C\/cit27\/1","doi-asserted-by":"crossref","first-page":"10067","DOI":"10.1073\/pnas.1405065111","volume":"111","author":"Galabov","year":"2014","journal-title":"Proc. Natl. Acad. Sci. U. S. A."},{"key":"D3CP03137C\/cit28\/1","doi-asserted-by":"crossref","first-page":"210","DOI":"10.1002\/jcc.23985","volume":"37","author":"Shernyukov","year":"2016","journal-title":"J. Comput. Chem."},{"key":"D3CP03137C\/cit29\/1","first-page":"502","volume":"2","author":"Bocus","year":"2022","journal-title":"J. Am. Chem. Soc. Au."},{"key":"D3CP03137C\/cit31\/1","doi-asserted-by":"crossref","first-page":"6615","DOI":"10.1039\/b810189b","volume":"10","author":"Chai","year":"2008","journal-title":"Phys. Chem. Chem. Phys."},{"key":"D3CP03137C\/cit32\/1","doi-asserted-by":"crossref","first-page":"1007","DOI":"10.1063\/1.456153","volume":"90","author":"Dunning","year":"1989","journal-title":"J. Chem. Phys."},{"key":"D3CP03137C\/cit33\/1","doi-asserted-by":"crossref","first-page":"735","DOI":"10.1063\/1.449486","volume":"83","author":"Reed","year":"1985","journal-title":"J. Chem. Phys."},{"key":"D3CP03137C\/cit34\/1","doi-asserted-by":"crossref","first-page":"1083","DOI":"10.1016\/0040-4020(68)88057-3","volume":"24","author":"Wiberg","year":"1968","journal-title":"Tetrahedron"},{"key":"D3CP03137C\/cit36\/1","doi-asserted-by":"crossref","first-page":"6378","DOI":"10.1021\/jp810292n","volume":"113","author":"Marenich","year":"2009","journal-title":"J. Phys. Chem. B"},{"key":"D3CP03137C\/cit37\/1","doi-asserted-by":"crossref","first-page":"7512","DOI":"10.1021\/ja00364a005","volume":"105","author":"Parr","year":"1983","journal-title":"J. Am. Chem. Soc."},{"key":"D3CP03137C\/cit38\/1","doi-asserted-by":"crossref","first-page":"747","DOI":"10.1126\/science.218.4574.747","volume":"218","author":"Fukui","year":"1982","journal-title":"Science"},{"key":"D3CP03137C\/cit39\/1","doi-asserted-by":"crossref","first-page":"4049","DOI":"10.1021\/ja00326a036","volume":"106","author":"Parr","year":"1984","journal-title":"J. Am. Chem. Soc."},{"key":"D3CP03137C\/cit40\/1","doi-asserted-by":"crossref","first-page":"5708","DOI":"10.1021\/ja00279a008","volume":"108","author":"Yang","year":"1986","journal-title":"J. Am. Chem. Soc."},{"key":"D3CP03137C\/cit41\/1","doi-asserted-by":"crossref","first-page":"3839","DOI":"10.1016\/S0040-4039(01)94175-9","volume":"13","author":"Kruszewski","year":"1972","journal-title":"Tetrahedron Lett."},{"key":"D3CP03137C\/cit42\/1","doi-asserted-by":"crossref","first-page":"711","DOI":"10.3390\/molecules25030711","volume":"25","author":"Casademont-Reig","year":"2020","journal-title":"Molecules"},{"key":"D3CP03137C\/cit43a\/1","doi-asserted-by":"crossref","first-page":"014109","DOI":"10.1063\/1.1824895","volume":"122","author":"Matito","year":"2005","journal-title":"J. Chem. Phys."},{"key":"D3CP03137C\/cit43b\/1","doi-asserted-by":"crossref","first-page":"059901","DOI":"10.1063\/1.2222352","volume":"125","author":"Matito","year":"2006","journal-title":"J. Chem. Phys."},{"key":"D3CP03137C\/cit46\/1","doi-asserted-by":"crossref","first-page":"6498","DOI":"10.1021\/ja100936w","volume":"132","author":"Johnson","year":"2010","journal-title":"J. Am. Chem. Soc."},{"key":"D3CP03137C\/cit47\/1","doi-asserted-by":"crossref","first-page":"625","DOI":"10.1021\/ct100641a","volume":"7","author":"Contreras-Garcia","year":"2011","journal-title":"J. Chem. Theory Comput."},{"key":"D3CP03137C\/cit48\/1","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1016\/0263-7855(96)00018-5","volume":"14","author":"Humphrey","year":"1996","journal-title":"J. Mol. Graphics"},{"key":"D3CP03137C\/cit49\/1","doi-asserted-by":"crossref","first-page":"034106","DOI":"10.1063\/1.4773581","volume":"138","author":"Riplinger","year":"2013","journal-title":"J. Chem. Phys."},{"key":"D3CP03137C\/cit50\/1","doi-asserted-by":"crossref","first-page":"134101","DOI":"10.1063\/1.4821834","volume":"139","author":"Riplinger","year":"2013","journal-title":"J. Chem. Phys."},{"key":"D3CP03137C\/cit51\/1","first-page":"73","volume":"2","author":"Neese","year":"2012","journal-title":"Wiley Interdiscip. Rev.: Comput. Mol. Sci."},{"key":"D3CP03137C\/cit52\/1","first-page":"e1327","volume":"8","author":"Neese","year":"2017","journal-title":"Wiley Interdiscip. Rev.: Comput. Mol. Sci."},{"key":"D3CP03137C\/cit53\/1","doi-asserted-by":"crossref","first-page":"6434","DOI":"10.1039\/C5CS00066A","volume":"44","author":"Feixas","year":"2015","journal-title":"Chem. Soc. Rev."},{"key":"D3CP03137C\/cit54\/1","doi-asserted-by":"crossref","first-page":"1173","DOI":"10.1007\/s00894-007-0233-4","volume":"13","author":"Stewart","year":"2007","journal-title":"J. Mol. Model."},{"key":"D3CP03137C\/cit55\/1","doi-asserted-by":"crossref","first-page":"2958","DOI":"10.1002\/ejoc.201001318","volume":"16","author":"Fievez","year":"2011","journal-title":"Chem. \u2013 Eur. J."},{"key":"D3CP03137C\/cit56\/1","doi-asserted-by":"crossref","first-page":"2832","DOI":"10.1039\/b801115j","author":"Cordero","year":"2008","journal-title":"Dalton Trans."}],"container-title":["Physical Chemistry Chemical Physics"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/en\/content\/articlepdf\/2023\/CP\/D3CP03137C","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,8]],"date-time":"2026-07-08T17:49:26Z","timestamp":1783532966000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.rsc.org\/cp\/article\/25\/42\/28581-28594\/802005"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023]]},"references-count":53,"journal-issue":{"issue":"42","published-print":{"date-parts":[[2023,11,1]]}},"URL":"https:\/\/doi.org\/10.1039\/d3cp03137c","relation":{},"ISSN":["1463-9076","1463-9084"],"issn-type":[{"value":"1463-9076","type":"print"},{"value":"1463-9084","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023]]}}}