{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,18]],"date-time":"2026-10-18T11:47:00Z","timestamp":1792324020578,"version":"4.4.0"},"reference-count":66,"publisher":"American Chemical Society (ACS)","issue":"11","license":[{"start":{"date-parts":[[2025,3,7]],"date-time":"2025-03-07T00:00:00Z","timestamp":1741305600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2025,3,7]],"date-time":"2025-03-07T00:00:00Z","timestamp":1741305600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2025,3,7]],"date-time":"2025-03-07T00:00:00Z","timestamp":1741305600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100002850","name":"Fondo Nacional de Desarrollo Cient?fico y Tecnol?gico","doi-asserted-by":"publisher","award":["1221383"],"award-info":[{"award-number":["1221383"]}],"id":[{"id":"10.13039\/501100002850","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Org. Chem."],"published-print":{"date-parts":[[2025,3,21]]},"DOI":"10.1021\/acs.joc.4c02966","type":"journal-article","created":{"date-parts":[[2025,3,7]],"date-time":"2025-03-07T10:10:42Z","timestamp":1741342242000},"page":"3936-3950","source":"Crossref","is-referenced-by-count":7,"title":["How Different Are Nitrile Oxides from Nitrones in <i>zw-type<\/i> [3 + 2] Cycloaddition Reactions? A Molecular Electron Density Theory Study"],"prefix":"10.1021","volume":"90","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-2023-0108","authenticated-orcid":true,"given":"Luis R.","family":"Domingo","sequence":"first","affiliation":[{"name":"Avd. Tirso de Molina 20","place":["Valencia, Spain"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Patricia","family":"P\u00e9rez","sequence":"additional","affiliation":[{"name":"Facultad de Ciencias Exactas, Departamento de Ciencias Qu\u00edmicas, Centro de Qu\u00edmica Te\u00f3rica & Computacional. Universidad Andres Bello, Av. Rep\u00fablica 275, Santiago 8370146, Chile"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2025,3,7]]},"reference":[{"key":"ref1\/cit1","volume-title":"Some Modern Methods of Organic Synthesis","author":"Carruthers W.","year":"1978","edition":"2"},{"key":"ref2\/cit2","volume-title":"1,3-Dipolar Cycloaddition Chemistry","author":"Padwa A.","year":"1984"},{"key":"ref3\/cit3","volume-title":"Cycloaddition Reactions in Organic Synthesis","author":"Carruthers W.","year":"1990"},{"key":"ref4\/cit4","doi-asserted-by":"crossref","DOI":"10.1002\/0471221902","volume-title":"Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry toward Heterocycles and Natural Products","volume":"59","author":"Padwa A.","year":"2002"},{"key":"ref5\/cit5","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201800916"},{"key":"ref6\/cit6","doi-asserted-by":"publisher","DOI":"10.1002\/anie.196306331"},{"key":"ref7\/cit7","doi-asserted-by":"publisher","DOI":"10.1021\/jo01270a023"},{"key":"ref8\/cit8","doi-asserted-by":"publisher","DOI":"10.3390\/molecules21101319"},{"key":"ref9\/cit9a","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2013.08.084"},{"key":"ref9\/cit9b","doi-asserted-by":"publisher","DOI":"10.1021\/jo402487d"},{"key":"ref9\/cit9c","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2014.12.007"},{"key":"ref9\/cit9d","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.5b00413"},{"key":"ref9\/cit9e","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b13304"},{"key":"ref9\/cit9f","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.5b02645"},{"key":"ref9\/cit9g","doi-asserted-by":"publisher","DOI":"10.1039\/C6RA02638A"},{"key":"ref9\/cit9h","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpca.6b07975"},{"key":"ref10\/cit10a","doi-asserted-by":"publisher","DOI":"10.1021\/jo9812633"},{"key":"ref10\/cit10b","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2004.06.052"},{"key":"ref10\/cit10c","doi-asserted-by":"publisher","DOI":"10.1002\/poc.917"},{"key":"ref10\/cit10d","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200500739"},{"key":"ref10\/cit10e","doi-asserted-by":"publisher","DOI":"10.1007\/s00894-016-3185-8"},{"key":"ref11\/cit11","doi-asserted-by":"publisher","DOI":"10.58332\/scirad2023v2i1a01"},{"key":"ref12\/cit12","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.7b03093"},{"key":"ref13\/cit13a","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(97)00757-6"},{"key":"ref13\/cit13b","doi-asserted-by":"publisher","DOI":"10.1021\/jo00132a014"},{"key":"ref13\/cit13c","doi-asserted-by":"publisher","DOI":"10.1021\/ja983915a"},{"key":"ref14\/cit14","doi-asserted-by":"publisher","DOI":"10.1039\/D3QO00811H"},{"key":"ref15\/cit15a","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200600627"},{"key":"ref15\/cit15b","doi-asserted-by":"publisher","DOI":"10.1039\/b716915a"},{"key":"ref15\/cit15c","first-page":"1","volume-title":"Nitrile Oxides, Nitrones and Nitronates in Organic Synthesis: Novel Strategies in Synthesis","author":"Belen\u2019kii L. I.","year":"2008","edition":"2"},{"key":"ref15\/cit15d","doi-asserted-by":"publisher","DOI":"10.1021\/ol9005322"},{"key":"ref15\/cit15e","doi-asserted-by":"publisher","DOI":"10.1021\/ol901626n"},{"key":"ref15\/cit15f","doi-asserted-by":"publisher","DOI":"10.1021\/jo802392c"},{"key":"ref15\/cit15g","doi-asserted-by":"publisher","DOI":"10.1039\/C8OB02072H"},{"key":"ref15\/cit15h","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202003115"},{"key":"ref16\/cit16","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.4c01297"},{"key":"ref17\/cit17","doi-asserted-by":"publisher","DOI":"10.1063\/1.458517"},{"key":"ref18\/cit18","doi-asserted-by":"publisher","DOI":"10.1038\/371683a0"},{"key":"ref19\/cit19a","doi-asserted-by":"publisher","DOI":"10.1063\/1.449486"},{"key":"ref19\/cit19b","doi-asserted-by":"publisher","DOI":"10.1021\/cr00088a005"},{"key":"ref20\/cit20","volume-title":"Density Functional Theory of Atoms and Molecules","author":"Parr R. G.","year":"1989"},{"key":"ref21\/cit21","doi-asserted-by":"publisher","DOI":"10.3390\/molecules21060748"},{"key":"ref22\/cit22","doi-asserted-by":"publisher","DOI":"10.1021\/ja00364a005"},{"key":"ref23\/cit23","doi-asserted-by":"publisher","DOI":"10.1021\/ja983494x"},{"key":"ref24\/cit24","doi-asserted-by":"publisher","DOI":"10.1021\/jo800572a"},{"key":"ref25\/cit25","doi-asserted-by":"publisher","DOI":"10.1039\/C2RA22886F"},{"key":"ref26\/cit26","doi-asserted-by":"publisher","DOI":"10.1039\/C4RA04280H"},{"key":"ref27\/cit27","doi-asserted-by":"publisher","DOI":"10.1039\/tf9353100875"},{"key":"ref28\/cit28","doi-asserted-by":"publisher","DOI":"10.3390\/molecules26226774"},{"key":"ref29\/cit29","doi-asserted-by":"publisher","DOI":"10.1039\/b810189b"},{"key":"ref30\/cit30a","doi-asserted-by":"publisher","DOI":"10.1063\/1.464913"},{"key":"ref30\/cit30b","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevB.37.785"},{"key":"ref31\/cit31","doi-asserted-by":"publisher","DOI":"10.1007\/s00214-007-0310-x"},{"key":"ref32\/cit32","volume-title":"Ab Initio Molecular Orbital Theory","author":"Hehre W. J.","year":"1986"},{"key":"ref33\/cit33a","doi-asserted-by":"publisher","DOI":"10.1002\/jcc.540030212"},{"key":"ref33\/cit33b","volume-title":"Modern Electronic Structure Theory","author":"Schlegel H. B.","year":"1994"},{"key":"ref34\/cit34","doi-asserted-by":"publisher","DOI":"10.1021\/j100717a029"},{"key":"ref35\/cit35a","doi-asserted-by":"publisher","DOI":"10.1021\/cr00031a013"},{"key":"ref35\/cit35b","volume-title":"Quantum Chemical and Statistical Theory of Solutions\u2013 Computational Approach","author":"Simkin B. Ya.","year":"1995"},{"key":"ref36\/cit36a","doi-asserted-by":"publisher","DOI":"10.1016\/0009-2614(96)00349-1"},{"key":"ref36\/cit36b","doi-asserted-by":"publisher","DOI":"10.1063\/1.474659"},{"key":"ref36\/cit36c","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1096-987X(199803)19:4<404::AID-JCC3>3.0.CO;2-W"},{"key":"ref37\/cit37","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.; Brothers, E. N.; 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. \u0308.; Foresman, J. B.; Fox, D. J.  Gaussian 16, Revision A.03; Gaussian, Inc.; Wallingford CT, 2017."},{"key":"ref38\/cit38","doi-asserted-by":"publisher","DOI":"10.1016\/S0097-8485(99)00039-X"},{"key":"ref39\/cit39","unstructured":"Dennington, R.; Keith, T. A.; Millam, J. M. GaussView, Version 6.0; Semichem Inc.: Shawnee Mission, KS, 2016."},{"key":"ref40\/cit40","unstructured":"Keith, T. A. AIMAll (Version 19.10.12); TK Gristmill Software: 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.4c02966","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.4c02966","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,3,21]],"date-time":"2025-03-21T22:23:12Z","timestamp":1742595792000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/acs.joc.4c02966"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,3,7]]},"references-count":66,"journal-issue":{"issue":"11","published-print":{"date-parts":[[2025,3,21]]}},"alternative-id":["10.1021\/acs.joc.4c02966"],"URL":"https:\/\/doi.org\/10.1021\/acs.joc.4c02966","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,3,7]]}}}