{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,7,2]],"date-time":"2025-07-02T17:55:00Z","timestamp":1751478900212,"version":"3.41.0"},"reference-count":48,"publisher":"Canadian Science Publishing","issue":"4","license":[{"start":{"date-parts":[[2015,4,1]],"date-time":"2015-04-01T00:00:00Z","timestamp":1427846400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/www.nrcresearchpress.com\/page\/about\/CorporateTextAndDataMining"}],"content-domain":{"domain":["cdnsciencepub.com"],"crossmark-restriction":false},"short-container-title":["Can. J. Chem."],"published-print":{"date-parts":[[2015,4]]},"abstract":"<jats:p> Species with three-membered rings and the amide linkage are well studied. A quick perusal of the literature with SciFinder finds some 50\u2009000 references to cyclopropanes and almost 300\u2009000 references to amides. In the current paper, we discuss the structure and energetics of two understudied three-membered ring amides, 1,2-oxaziridine-3-one (5) (simultaneously describable as the simplest cyclic carbamate and simplest hydroxamate) and aziridine-2,3-dione (7) (simultaneously describable as the simplest imide and simplest \u03b1-ketoamide), with but 5 and nearly 10 references, respectively, for these two classes of compounds. Neither 1,2-oxaziridine-3-one (5) nor aziridine-2,3-dione (7), nor any derivative thereof, has been isolated. Calculational theory ameliorates the paucity of experimental information. The current study reports our computational findings for these and related species (e.g., enols and imidols) where we have used the G3(MP2)\/\/B3LYP method. <\/jats:p>","DOI":"10.1139\/cjc-2014-0321","type":"journal-article","created":{"date-parts":[[2014,7,29]],"date-time":"2014-07-29T22:12:25Z","timestamp":1406671945000},"page":"406-413","update-policy":"https:\/\/doi.org\/10.1139\/csp-crossmark-policy","source":"Crossref","is-referenced-by-count":6,"title":["Three-membered ring amides \u2014 a calculational and conceptual study of the structure and energetics of 1,2-oxaziridine-3-one and aziridine-2,3-dione"],"prefix":"10.1139","volume":"93","author":[{"given":"Margarida S.","family":"Miranda","sequence":"first","affiliation":[{"name":"Centro de Investiga\u00e7\u00e3o em Qu\u00edmica, Departamento de Qu\u00edmica e Bioqu\u00edmica, Faculdade de Ci\u00eancias da Universidade do Porto, Rua do Campo Alegre, s\/n, P-4169-007 Porto, Portugal."}]},{"given":"Paulo J.O.","family":"Ferreira","sequence":"additional","affiliation":[{"name":"Centro de Investiga\u00e7\u00e3o em Qu\u00edmica, Departamento de Qu\u00edmica e Bioqu\u00edmica, Faculdade de Ci\u00eancias da Universidade do Porto, Rua do Campo Alegre, s\/n, P-4169-007 Porto, Portugal."}]},{"given":"Joaquim C.G.","family":"Esteves da Silva","sequence":"additional","affiliation":[{"name":"Centro de Investiga\u00e7\u00e3o em Qu\u00edmica, Departamento de Qu\u00edmica e Bioqu\u00edmica, Faculdade de Ci\u00eancias da Universidade do Porto, Rua do Campo Alegre, s\/n, P-4169-007 Porto, Portugal."}]},{"given":"Joel F.","family":"Liebman","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry, University of Maryland, Baltimore County, 1000 Hilltop Circle, Baltimore, MD 21250, USA."}]}],"member":"155","reference":[{"key":"refg2\/ref2","doi-asserted-by":"publisher","DOI":"10.1002\/poc.905"},{"key":"refg3\/ref3","doi-asserted-by":"publisher","DOI":"10.1021\/ja00542a065"},{"key":"refg4\/ref4","doi-asserted-by":"publisher","DOI":"10.1021\/jo950778g"},{"key":"refg5\/ref5","doi-asserted-by":"publisher","DOI":"10.1063\/1.478676"},{"key":"refg6\/ref6","doi-asserted-by":"publisher","DOI":"10.1021\/cr00095a016"},{"key":"refg7\/ref7","doi-asserted-by":"publisher","DOI":"10.1021\/jo4002867"},{"key":"refg8\/ref8","unstructured":"Frisch, M. 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