{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T03:06:11Z","timestamp":1790651171970,"version":"4.1.0"},"reference-count":70,"publisher":"American Chemical Society (ACS)","issue":"7","license":[{"start":{"date-parts":[[2026,2,6]],"date-time":"2026-02-06T00:00:00Z","timestamp":1770336000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,2,6]],"date-time":"2026-02-06T00:00:00Z","timestamp":1770336000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,2,6]],"date-time":"2026-02-06T00:00:00Z","timestamp":1770336000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100002850","name":"Ministerio de Educaci??n, Gobierno de Chile","doi-asserted-by":"publisher","award":["1221383"],"award-info":[{"award-number":["1221383"]}],"id":[{"id":"10.13039\/501100002850","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Proyecto del Programa de Investigaci??n de la Universidad de Valencia","award":["Acciones Especiales de Investigaci??n 20250098"],"award-info":[{"award-number":["Acciones Especiales de Investigaci??n 20250098"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Org. Chem."],"published-print":{"date-parts":[[2026,2,20]]},"DOI":"10.1021\/acs.joc.5c02214","type":"journal-article","created":{"date-parts":[[2026,2,6]],"date-time":"2026-02-06T21:20:57Z","timestamp":1770412857000},"page":"2669-2682","source":"Crossref","is-referenced-by-count":4,"title":["Unveiling the Electronic Effects of the Lewis Acids in Nucleophilic Substitution Reactions from a Molecular Electron Density Theory Perspective"],"prefix":"10.1021","volume":"91","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-2023-0108","authenticated-orcid":true,"given":"Luis R.","family":"Domingo","sequence":"first","affiliation":[{"name":"Independent Researcher, Av. Tirso de Molina 20, 46015 Valencia, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6227-1864","authenticated-orcid":true,"given":"Maria Jos\u00e9","family":"Aurell","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, University of Valencia, Dr. Moliner 50 46100 Burjassot, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6920-703X","authenticated-orcid":true,"given":"Patricia","family":"P\u00e9rez","sequence":"additional","affiliation":[{"name":"Facultad de Ciencias, Escuela de Qu\u00edmica y Farmacia, Universidad San Sebasti\u00e1n, Campus Ciudad Universitaria, Av. del C\u00f3ndor 720, Huechuraba, Santiago 8580704, Chile"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,2,6]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"publisher","DOI":"10.1039\/jr9350000244"},{"key":"ref2\/cit2","doi-asserted-by":"publisher","DOI":"10.1021\/ja01307a033"},{"key":"ref3\/cit3","doi-asserted-by":"publisher","DOI":"10.70359\/bhc1996n19p033"},{"key":"ref4\/cit4","volume-title":"Advanced Organic Chemistry. Part A: Strucutre and Mechanisms","author":"Carey F. A.","year":"2007","edition":"5"},{"key":"ref5\/cit5","volume-title":"Advanced Organic Chemistry: Reactions, Mechanisms, and Structure","author":"Smith M. B.","year":"2007","edition":"6"},{"key":"ref6\/cit6","volume-title":"Theoretical aspects of physical organic chemistry. In The SN2 Mechanism","author":"Shaik S.","year":"1992"},{"key":"ref7\/cit7","doi-asserted-by":"publisher","DOI":"10.1021\/ja00096a041"},{"key":"ref8\/cit8","doi-asserted-by":"publisher","DOI":"10.1021\/ja00116a029"},{"key":"ref9\/cit9","doi-asserted-by":"publisher","DOI":"10.1021\/jo0625709"},{"key":"ref10\/cit10","doi-asserted-by":"publisher","DOI":"10.1021\/jo034527g"},{"key":"ref11\/cit11","doi-asserted-by":"publisher","DOI":"10.1007\/s00214-003-0519-2"},{"key":"ref12\/cit12","doi-asserted-by":"publisher","DOI":"10.1021\/ja049070m"},{"key":"ref13\/cit13","doi-asserted-by":"publisher","DOI":"10.1021\/jp3076707"},{"key":"ref14\/cit14","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.2400"},{"key":"ref15\/cit15","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpca.5b00988"},{"key":"ref16\/cit16","doi-asserted-by":"publisher","DOI":"10.1126\/science.aaf5172"},{"key":"ref17\/cit17","doi-asserted-by":"publisher","DOI":"10.1021\/ja0606529"},{"key":"ref18\/cit18","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200902125"},{"key":"ref19\/cit19","doi-asserted-by":"crossref","first-page":"8","DOI":"10.1007\/s00214-023-03013-9","volume":"142","author":"Iribarren I.","year":"2023","journal-title":"Theor. Chem. Acc."},{"key":"ref20\/cit20","doi-asserted-by":"publisher","DOI":"10.1007\/s00214-008-0427-6"},{"key":"ref21\/cit21","doi-asserted-by":"publisher","DOI":"10.3390\/molecules21101319"},{"key":"ref22\/cit22","doi-asserted-by":"publisher","DOI":"10.1039\/D4OB01113A"},{"key":"ref23\/cit23","doi-asserted-by":"publisher","DOI":"10.1063\/1.458517"},{"key":"ref24\/cit24","doi-asserted-by":"publisher","DOI":"10.1021\/ja00368a004"},{"key":"ref25\/cit25","volume-title":"Atoms in Molecules: A Quantum Theory","author":"Bader R. F. W.","year":"1994"},{"key":"ref26\/cit26","doi-asserted-by":"publisher","DOI":"10.1038\/371683a0"},{"key":"ref27\/cit27","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.5c00957"},{"key":"ref28\/cit28","doi-asserted-by":"publisher","DOI":"10.1021\/ar50138a002"},{"key":"ref29\/cit29","doi-asserted-by":"publisher","DOI":"10.1016\/j.cplett.2005.12.047"},{"key":"ref30\/cit30","doi-asserted-by":"publisher","DOI":"10.1021\/ja983494x"},{"key":"ref31\/cit31","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.4c01297"},{"key":"ref32\/cit32","doi-asserted-by":"publisher","DOI":"10.1007\/s00214-023-03013-9"},{"key":"ref33\/cit33","doi-asserted-by":"publisher","DOI":"10.1021\/ja0616433"},{"key":"ref34\/cit34","doi-asserted-by":"publisher","DOI":"10.1021\/jo962307f"},{"key":"ref35\/cit35","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(03)00551-9"},{"key":"ref36\/cit36","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2005.07.076"},{"key":"ref37\/cit37","doi-asserted-by":"publisher","DOI":"10.1021\/ol0513692"},{"key":"ref38\/cit38","doi-asserted-by":"publisher","DOI":"10.1021\/ja061696k"},{"key":"ref39\/cit39","doi-asserted-by":"publisher","DOI":"10.1021\/jo902244y"},{"key":"ref40\/cit40","doi-asserted-by":"publisher","DOI":"10.1007\/s00894-018-3833-2"},{"key":"ref41\/cit41","volume-title":"Density Functional Theory of Atoms and Molecules","author":"Parr R. G.","year":"1989"},{"key":"ref42\/cit42","doi-asserted-by":"publisher","DOI":"10.3390\/molecules21060748"},{"key":"ref43\/cit43","doi-asserted-by":"publisher","DOI":"10.1021\/jo800572a"},{"key":"ref44\/cit44","doi-asserted-by":"publisher","DOI":"10.1039\/C4RA04280H"},{"key":"ref45\/cit45","doi-asserted-by":"publisher","DOI":"10.58332\/scirad2025v4i1a01"},{"key":"ref46\/cit46","doi-asserted-by":"publisher","DOI":"10.58332\/scirad2024v3i3a02"},{"key":"ref47\/cit47","doi-asserted-by":"publisher","DOI":"10.1021\/ja4066943"},{"key":"ref48\/cit48","doi-asserted-by":"publisher","DOI":"10.1021\/jp407698a"},{"key":"ref49\/cit49","doi-asserted-by":"publisher","DOI":"10.1021\/ct0501093"},{"key":"ref50\/cit50","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRev.136.B864"},{"key":"ref51\/cit51","doi-asserted-by":"publisher","DOI":"10.1039\/b810189b"},{"key":"ref52\/cit52","doi-asserted-by":"publisher","DOI":"10.1007\/s00214-007-0310-x"},{"key":"ref53\/cit53","volume-title":"Ab Initio Molecular Orbital Theory","author":"Hehre M. J.","year":"1986"},{"key":"ref54\/cit54","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.540030212"},{"key":"ref55\/cit55","unstructured":"Schlegel, H. B. in Modern Electronic Structure Theory, Yarkony, D. R., Ed. World Scientific Publishing: Singapore, 1994."},{"key":"ref56\/cit56","doi-asserted-by":"publisher","DOI":"10.1021\/j100717a029"},{"key":"ref57\/cit57","doi-asserted-by":"publisher","DOI":"10.1021\/j100377a021"},{"key":"ref58\/cit58","doi-asserted-by":"publisher","DOI":"10.1063\/1.461606"},{"key":"ref59\/cit59","doi-asserted-by":"publisher","DOI":"10.1021\/cr00031a013"},{"key":"ref60\/cit60","volume-title":"Quantum Chemical and Statistical Theory of Solutions\u2013Computational Approach","author":"Simkin B. Ya.","year":"1995"},{"key":"ref61\/cit61","doi-asserted-by":"publisher","DOI":"10.1016\/0009-2614(96)00349-1"},{"key":"ref62\/cit62","doi-asserted-by":"publisher","DOI":"10.1063\/1.474659"},{"key":"ref63\/cit63","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1096-987X(199803)19:4<404::AID-JCC3>3.0.CO;2-W"},{"key":"ref64\/cit64","doi-asserted-by":"publisher","DOI":"10.1063\/1.449486"},{"key":"ref65\/cit65","doi-asserted-by":"publisher","DOI":"10.1021\/cr00088a005"},{"key":"ref66\/cit66","unstructured":"Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H.; Li, X.; Caricato, M.; Marenich, A. V.; Bloino, J.; Janesko, B. G.; Gomperts, R.; Mennucci, B.; Hratchian, H. P.; Ortiz, J. V.; Izmaylov, A. F.; Sonnenberg, J. L.; Williams-Young, D.; Ding, F.; Lipparini, F.; Egidi, F.; Goings, J.; Peng, B.; Petrone, A.; Henderson, T.; Ranasinhe, D.; Zakrzewski, V. G.; Gao, J.; Rega, N.; Zheng, G.; Liang, W.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Throssell, K.; Montgomery, J. A., Jr.; Peralta, J. E.; Ogliaro, F.; Bearpark, M.; Heyd, J. J.; Br Kudin, K. N.; Staroverov, V. N.; Keith, T. A.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Millam, J. M.; Klene, M.; Adamo, C.; Cammi, R.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Farkas, O.; Foresman, J. B.; Fox, D. J.\n                      Gaussian 16\n                      , Revision A.03; Gaussian, Inc.: Wallingford CT, 2017."},{"key":"ref67\/cit67","doi-asserted-by":"publisher","DOI":"10.1016\/S0097-8485(99)00039-X"},{"key":"ref68\/cit68","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.22885"},{"key":"ref69\/cit69","unstructured":"Dennington, R.; Keith, T. A.; Millam, J. M.\n                      GaussView\n                      , Version 6.1; Semichem Inc.: Shawnee Mission, KS, 2016."},{"key":"ref70\/cit70","unstructured":"AIMAll (Version 19.10.12), Keith, T. A. TK Gristmill\nSoftware\n                      ; Overland Park KS, USA, 2019 aim.tkgristmill.com."}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.5c02214","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.5c02214","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,3,10]],"date-time":"2026-03-10T08:58:59Z","timestamp":1773133139000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/acs.joc.5c02214"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,2,6]]},"references-count":70,"journal-issue":{"issue":"7","published-print":{"date-parts":[[2026,2,20]]}},"alternative-id":["10.1021\/acs.joc.5c02214"],"URL":"https:\/\/doi.org\/10.1021\/acs.joc.5c02214","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,2,6]]}}}