{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T02:55:10Z","timestamp":1790823310880,"version":"4.1.0"},"reference-count":37,"publisher":"Wiley","license":[{"start":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T00:00:00Z","timestamp":1790726400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T00:00:00Z","timestamp":1790726400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22471206"],"award-info":[{"award-number":["22471206"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    Highly reactive electron\u2010deficient ketenimines are versatile yet short\u2010lived intermediates whose synthetic use is constrained by the coupled conditions required for their generation and capture. Here, we introduce bottleable\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010nitroaziridines that store ketenimine reactivity in stable, isolable precursors. Accessible through modular gram\u2010scale synthesis, these precursors tolerate chromatographic purification and long\u2010term storage and remain dormant when premixed with water and nucleophiles. Mild activation triggers ring opening and nitrite extrusion, releasing ketenimines on demand for diverse\n                    <jats:italic>N<\/jats:italic>\n                    \u2010,\n                    <jats:italic>O<\/jats:italic>\n                    \u2010, and\n                    <jats:italic>C<\/jats:italic>\n                    \u2010trapping reactions, cyclizations, cycloadditions, and late\u2010stage conjugations, with selected transformations proceeding under water\u2010containing conditions. Isotope labeling, nitrite\u2010release quantification, in situ infrared (IR) spectroscopy, convergence with an independent ketenimine\u2010generation pathway, and density functional theory (DFT) calculations support the release mechanism. By temporally decoupling reaction\u2010environment preassembly from transient\u2010intermediate generation,\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010nitroaziridines establish a compatibility\u2010before\u2010activation strategy for ketenimine chemistry.\n                  <\/jats:p>","DOI":"10.1002\/anie.7400940","type":"journal-article","created":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T01:56:48Z","timestamp":1790819808000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Stable\n                    <i>\u03b1<\/i>\n                    \u2010Nitroaziridines Enable Ketenimine Chemistry"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0009-0003-5339-7208","authenticated-orcid":false,"given":"Tianyue","family":"Zhang","sequence":"first","affiliation":[{"name":"School of Chemistry Xi'an Jiaotong University  Xi'an P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Haiting","family":"Ye","sequence":"additional","affiliation":[{"name":"School of Chemistry Xi'an Jiaotong University  Xi'an P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shuangshuang","family":"Cai","sequence":"additional","affiliation":[{"name":"School of Chemistry Xi'an Jiaotong University  Xi'an P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3279-9331","authenticated-orcid":false,"given":"Silong","family":"Xu","sequence":"additional","affiliation":[{"name":"School of Chemistry Xi'an Jiaotong University  Xi'an P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2556-2029","authenticated-orcid":false,"given":"Martin J.","family":"Lear","sequence":"additional","affiliation":[{"name":"School of Chemistry The University of Edinburgh  Edinburgh UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yang","family":"Li","sequence":"additional","affiliation":[{"name":"School of Chemistry Xi'an Jiaotong University  Xi'an P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3499-742X","authenticated-orcid":false,"given":"Jing","family":"Li","sequence":"additional","affiliation":[{"name":"School of Chemistry Xi'an Jiaotong University  Xi'an P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,9,30]]},"reference":[{"key":"e_1_2_6_2_1","doi-asserted-by":"publisher","DOI":"10.1039\/C2CS35159E"},{"key":"e_1_2_6_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201200383"},{"key":"e_1_2_6_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.1569919"},{"key":"e_1_2_6_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.9b01906"},{"key":"e_1_2_6_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c03729"},{"key":"e_1_2_6_7_1","doi-asserted-by":"publisher","DOI":"10.1039\/A907514C"},{"key":"e_1_2_6_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo025523z"},{"key":"e_1_2_6_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202509854"},{"key":"e_1_2_6_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201810679"},{"key":"e_1_2_6_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c01180"},{"key":"e_1_2_6_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5c05460"},{"key":"e_1_2_6_13_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1CS00305D"},{"key":"e_1_2_6_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/1521\u20103773(20001117)39:22<4156::AID\u2010ANIE4156>3.0.CO;2\u2010B"},{"key":"e_1_2_6_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200503936"},{"key":"e_1_2_6_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201609034"},{"key":"e_1_2_6_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja0432968"},{"key":"e_1_2_6_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol060056j"},{"key":"e_1_2_6_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200604241"},{"key":"e_1_2_6_20_1","doi-asserted-by":"publisher","DOI":"10.1055\/s\u20101997\u2010931"},{"key":"e_1_2_6_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040\u20104039(01)84059\u20104"},{"key":"e_1_2_6_22_1","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.40.1933"},{"key":"e_1_2_6_23_1","doi-asserted-by":"publisher","DOI":"10.1246\/cl.1981.1197"},{"key":"e_1_2_6_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja404172s"},{"key":"e_1_2_6_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201505192"},{"key":"e_1_2_6_26_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010023\u201040334\u20106"},{"key":"e_1_2_6_27_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010025\u201061359\u2010z"},{"key":"e_1_2_6_28_1","doi-asserted-by":"crossref","unstructured":"T.Zhang H.Ye S.Cai S.Xu M. 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