{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,22]],"date-time":"2026-09-22T19:33:01Z","timestamp":1790105581079,"version":"4.0.1"},"reference-count":44,"publisher":"Wiley","issue":"38","license":[{"start":{"date-parts":[[2021,8,24]],"date-time":"2021-08-24T00:00:00Z","timestamp":1629763200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001843","name":"Science and Engineering Research Board","doi-asserted-by":"publisher","award":["ECR\/2017\/003200"],"award-info":[{"award-number":["ECR\/2017\/003200"]}],"id":[{"id":"10.13039\/501100001843","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2021,9,13]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Transformations of nitrogen\u2010oxyanions (NO<jats:sub>x<\/jats:sub><jats:sup>\u2212<\/jats:sup>) to ammonia impart pivotal roles in sustainable biogeochemical processes. While metal\u2010mediated reductions of NO<jats:sub>x<\/jats:sub><jats:sup>\u2212<\/jats:sup> are relatively well known, this report illustrates proton\u2010assisted transformations of NO<jats:sub>x<\/jats:sub><jats:sup>\u2212<\/jats:sup> anions in the presence of electron\u2010rich aromatics such as 1,3,5\u2010trimethoxybenzene (TMB\u2212H, <jats:bold>1\u2009a<\/jats:bold>) leading to the formation of diaryl oxoammonium salt [(TMB)<jats:sub>2<\/jats:sub>N<jats:sup>+<\/jats:sup>=O][NO<jats:sub>3<\/jats:sub><jats:sup>\u2212<\/jats:sup>] (<jats:bold>2\u2009a<\/jats:bold>) via the intermediacy of nitrosonium cation (NO<jats:sup>+<\/jats:sup>). Detailed characterizations including UV\/Vis, multinuclear NMR, FT\u2010IR, HRMS, X\u2010ray analyses on a set of closely related metastable diaryl oxoammonium [Ar<jats:sub>2<\/jats:sub>N<jats:sup>+<\/jats:sup>=O] species disclose unambiguous structural and spectroscopic signatures. Oxoammonium salt <jats:bold>2\u2009a<\/jats:bold> exhibits 2\u2009e<jats:sup>\u2212<\/jats:sup> oxidative reactivity in the presence of oxidizable substrates such as benzylamine, thiol, and ferrocene. Intriguingly, reaction of <jats:bold>2\u2009a<\/jats:bold> with water affords ammonia. Perhaps of broader significance, this work reveals a new metal\u2010free route germane to the conversion of NO<jats:sub>x<\/jats:sub>\u2005to\u2005NH<jats:sub>3<\/jats:sub>.<\/jats:p>","DOI":"10.1002\/anie.202105723","type":"journal-article","created":{"date-parts":[[2021,5,31]],"date-time":"2021-05-31T15:01:07Z","timestamp":1622473267000},"page":"20661-20665","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["Metal\u2010free Transformations of Nitrogen\u2010Oxyanions to Ammonia via Oxoammonium Salt"],"prefix":"10.1002","volume":"60","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-4348-2148","authenticated-orcid":false,"given":"Tuhin","family":"Sahana","sequence":"first","affiliation":[{"name":"School of Chemistry Indian Institute of Science Education and Research Thiruvananthapuram (IISER-TVM)  Thiruvananthapuram 695551 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5991-5828","authenticated-orcid":false,"given":"Aditesh","family":"Mondal","sequence":"additional","affiliation":[{"name":"School of Chemistry Indian Institute of Science Education and Research Thiruvananthapuram (IISER-TVM)  Thiruvananthapuram 695551 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8643-0076","authenticated-orcid":false,"given":"Balakrishnan S.","family":"Anju","sequence":"additional","affiliation":[{"name":"School of Chemistry Indian Institute of Science Education and Research Thiruvananthapuram (IISER-TVM)  Thiruvananthapuram 695551 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3533-3206","authenticated-orcid":false,"given":"Subrata","family":"Kundu","sequence":"additional","affiliation":[{"name":"School of Chemistry Indian Institute of Science Education and Research Thiruvananthapuram (IISER-TVM)  Thiruvananthapuram 695551 India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,8,24]]},"reference":[{"key":"e_1_2_2_1_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.9b00613"},{"key":"e_1_2_2_2_1","doi-asserted-by":"publisher","DOI":"10.1039\/C3CS60249D"},{"key":"e_1_2_2_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr400518y"},{"key":"e_1_2_2_4_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio.260"},{"key":"e_1_2_2_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr000040l"},{"key":"e_1_2_2_6_1","doi-asserted-by":"publisher","DOI":"10.1146\/annurev.pharmtox.42.092501.104328"},{"key":"e_1_2_2_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/kin.550060610"},{"key":"e_1_2_2_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp310664z"},{"key":"e_1_2_2_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/asia.201901072"},{"key":"e_1_2_2_10_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.aah6886"},{"key":"e_1_2_2_11_1","unstructured":"\u00a0"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja510615p"},{"key":"e_1_2_2_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b09612"},{"key":"e_1_2_2_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b11597"},{"key":"e_1_2_2_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9CC08230A"},{"key":"e_1_2_2_16_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9CC08550E"},{"key":"e_1_2_2_17_1","unstructured":"\u00a0"},{"key":"e_1_2_2_18_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8SC00721G"},{"key":"e_1_2_2_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.inorgchem.9b01274"},{"key":"e_1_2_2_20_1","unstructured":"\u00a0"},{"key":"e_1_2_2_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19210540221"},{"key":"e_1_2_2_22_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00251a032"},{"key":"e_1_2_2_23_2","doi-asserted-by":"publisher","DOI":"10.3184\/030823400103167480"},{"key":"e_1_2_2_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja502846h"},{"key":"e_1_2_2_25_1","doi-asserted-by":"publisher","DOI":"10.1039\/b805330h"},{"key":"e_1_2_2_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejic.200900969"},{"key":"e_1_2_2_27_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja110940c"},{"key":"e_1_2_2_28_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8DT04971H"},{"key":"e_1_2_2_29_1","unstructured":"See Supporting Information for details of the DFT calculations."},{"key":"e_1_2_2_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201403110"},{"key":"e_1_2_2_30_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201403110"},{"key":"e_1_2_2_31_1","doi-asserted-by":"publisher","DOI":"10.1134\/S1070428013080083"},{"key":"e_1_2_2_32_1","unstructured":"\u00a0"},{"key":"e_1_2_2_33_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cplett.2010.08.054"},{"key":"e_1_2_2_34_2","doi-asserted-by":"publisher","DOI":"10.1021\/om100106e"},{"key":"e_1_2_2_35_1","unstructured":"\u00a0"},{"key":"e_1_2_2_36_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19980619)37:11<1585::AID-ANIE1585>3.0.CO;2-W"},{"key":"e_1_2_2_36_3","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3757(19980605)110:11<1665::AID-ANGE1665>3.0.CO;2-H"},{"key":"e_1_2_2_37_2","doi-asserted-by":"publisher","DOI":"10.1039\/b202323g"},{"key":"e_1_2_2_38_1","unstructured":"HRMS analysis on a freshly prepared crude sample obtained from the reaction of 3 5-dimethoxyphenol andtBuONO showsm\/zat 336.1073 (calc.m\/z336.1078) which can be attributed to the formation of the corresponding oxoammonium salt. The detailed characterization of the oxoammonium salt however was not possible due to the poor yield as well as its instability."},{"key":"e_1_2_2_39_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.0c03985"},{"key":"e_1_2_2_40_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b00358"},{"key":"e_1_2_2_41_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja020217o"},{"key":"e_1_2_2_42_1","unstructured":"Deposition Numbers 2079167 (for2a) 2079168 (for2b) and 2079169 (for3b)contain the supplementary crystallographic data for this paper. These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum Karlsruhe Access Structures servicewww.ccdc.cam.ac.uk\/structures."}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202105723","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202105723","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202105723","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,8,27]],"date-time":"2023-08-27T04:55:24Z","timestamp":1693112124000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202105723"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,8,24]]},"references-count":44,"journal-issue":{"issue":"38","published-print":{"date-parts":[[2021,9,13]]}},"alternative-id":["10.1002\/anie.202105723"],"URL":"https:\/\/doi.org\/10.1002\/anie.202105723","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,8,24]]},"assertion":[{"value":"2021-04-27","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-08-24","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}