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This gives rise to five different 1,3\u2010dipolar compounds, namely ozone itself (O<jats:sub>3<\/jats:sub>), sulfur dioxide (SO<jats:sub>2<\/jats:sub>), the simplest Criegee intermediate (CH<jats:sub>2<\/jats:sub>OO), sulfine (CH<jats:sub>2<\/jats:sub>SO), and thioformaldehyde<jats:italic>S<\/jats:italic>\u2010methylide (CH<jats:sub>2<\/jats:sub>SCH<jats:sub>2<\/jats:sub>, TSM). The experimental and accurate theoretical data available for some of those molecules were employed to assess the accuracy of two last\u2010generation composite methods employing conventional or explicitly correlated post\u2010Hartree\u2010Fock contributions (jun\u2010Cheap and SVECV\u2010f12, respectively), which were then applied to investigate the reactivity of TSM. The energy barriers provided by both composite methods are very close (the average values for the two composite methods are 7.1 and 8.3\u00a0kcal\u2009mol<jats:sup>\u22121<\/jats:sup>for the addition to ethylene and acetylene, respectively) and comparable to those ruling the corresponding additions of ozone (4.0 and 7.7\u00a0kcal\u2009mol<jats:sup>\u22121<\/jats:sup>, respectively). These and other evidences strongly suggest that, at least in the case of cycloadditions, the reactivity of TSM is similar to that of O<jats:sub>3<\/jats:sub>and very different from that of SO<jats:sub>2<\/jats:sub>.<\/jats:p>","DOI":"10.1002\/jcc.26946","type":"journal-article","created":{"date-parts":[[2022,6,6]],"date-time":"2022-06-06T12:14:46Z","timestamp":1654517686000},"page":"1420-1433","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["Dipolar 1,3\u2010cycloaddition of thioformaldehyde<i>S<\/i>\u2010methylide (<scp>CH<sub>2<\/sub>SCH<sub>2<\/sub><\/scp>) to ethylene and acetylene. A comparison with (valence) isoelectronic<scp>O<sub>3<\/sub><\/scp>,<scp>SO<sub>2<\/sub><\/scp>,<scp>CH<sub>2<\/sub>OO<\/scp>and<scp>CH<sub>2<\/sub>SO<\/scp>"],"prefix":"10.1002","volume":"43","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7826-0182","authenticated-orcid":false,"given":"Zoi","family":"Salta","sequence":"first","affiliation":[{"name":"SMART Lab Scuola Normale Superiore Pisa Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7120-7979","authenticated-orcid":false,"given":"Mauricio","family":"Vega\u2010Teijido","sequence":"additional","affiliation":[{"name":"Computational Chemistry and Biology Group, CCBG, DETEMA, Facultad de Qu\u00edmica Universidad de la Rep\u00fablica Montevideo Uruguay"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5134-8400","authenticated-orcid":false,"given":"Aline","family":"Katz","sequence":"additional","affiliation":[{"name":"Computational Chemistry and Biology Group, CCBG, DETEMA, Facultad de Qu\u00edmica Universidad de la Rep\u00fablica Montevideo Uruguay"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1755-7238","authenticated-orcid":false,"given":"Nicola","family":"Tasinato","sequence":"additional","affiliation":[{"name":"SMART Lab Scuola Normale Superiore Pisa Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6420-4107","authenticated-orcid":false,"given":"Vincenzo","family":"Barone","sequence":"additional","affiliation":[{"name":"SMART Lab Scuola Normale Superiore Pisa Italy"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5474-0061","authenticated-orcid":false,"given":"Oscar N.","family":"Ventura","sequence":"additional","affiliation":[{"name":"Computational Chemistry and Biology Group, CCBG, DETEMA, Facultad de Qu\u00edmica Universidad de la Rep\u00fablica Montevideo Uruguay"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,6,6]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00280a053"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/0471221902"},{"key":"e_1_2_7_4_1","first-page":"742","volume":"75","author":"Huisgen R.","year":"1963","journal-title":"Am. 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