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Although there are biological denitrification processes involving four different enzymatic reactions to convert nitrate (NO\n                    <jats:sub>3<\/jats:sub>\n                    <jats:sup>\u2212<\/jats:sup>\n                    ) into dinitrogen (N\n                    <jats:sub>2<\/jats:sub>\n                    ), it is unfortunately difficult to apply in industry due to the complexity of the processes. In particular, nitrate is difficult to functionalize because of its chemical stability. Thus, there is no organometallic catalysis to convert nitrate into useful chemicals. Herein, we present a nickel pincer complex that is effective as a bifunctional catalyst to stepwise deoxygenate NO\n                    <jats:sub>3<\/jats:sub>\n                    <jats:sup>\u2212<\/jats:sup>\n                    by carbonylation and further through C\u2212N coupling. By using this nickel catalysis, nitrate salts can be selectively transformed into various oximes (&gt;20 substrates) with excellent conversion (&gt;90\u2009%). Here, we demonstrate for the first time that the highly inert nitrate ion can be functionalized to produce useful chemicals by a new organonickel catalysis. Our results show that the NO\n                    <jats:sub>x<\/jats:sub>\n                    conversion and utilization (NCU) technology is a successful pathway for environmental restoration coupled with value\u2010added chemical generation.\n                  <\/jats:p>","DOI":"10.1002\/anie.202408457","type":"journal-article","created":{"date-parts":[[2024,6,9]],"date-time":"2024-06-09T22:30:07Z","timestamp":1717972207000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Nitrate Upcycling Mediated by Organonickel Catalysis"],"prefix":"10.1002","volume":"63","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8625-8480","authenticated-orcid":false,"given":"Sudakar","family":"Padmanaban","sequence":"first","affiliation":[{"name":"Department of Chemistry Seoul National University  Seoul 08826 Republic of 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Since its CO exposure leads to the rapid transformation of1to3 compound2is unfortunately difficult to isolate. By using a non-coordinating anion BArF4\u2212 [24b]the carbonyl adduct [(acriPNP)Ni(CO)][BArF4] (2\u2032) was synthesized from the reaction of (acriPNP)Ni(Cl) with NaBArF4under CO(g). The31P NMR data for2\u2032shows a signal at 84.8\u2005ppm identical to that of2in CD3CN. Since [(acriPNP)Ni(NCMe)][NO3] was also detected from the31P spectrum of a CD3CN solution of1by showing a 57.5\u2005ppm signal we also confirmed this species by preparing [(acriPNP)Ni(NCMe)][BArF4] (Figures\u2005S18 and S19). Both2\u2019and [(acriPNP)Ni(NCMe)][BArF4] were characterized by their single-crystal XRD data see Figure\u2005S92 and Table\u2005S4 in the Supporting Information."},{"key":"e_1_2_8_65_1","unstructured":"\u00a0"},{"key":"e_1_2_8_66_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b11074"},{"key":"e_1_2_8_67_2","doi-asserted-by":"publisher","DOI":"10.1021\/om0501428"},{"key":"e_1_2_8_68_1","doi-asserted-by":"publisher","DOI":"10.1039\/B617136B"},{"key":"e_1_2_8_69_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201704487"},{"key":"e_1_2_8_70_1","unstructured":"\u00a0"},{"key":"e_1_2_8_71_2","doi-asserted-by":"publisher","DOI":"10.1107\/S1600536814002669"},{"key":"e_1_2_8_72_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr50003a001"},{"key":"e_1_2_8_73_1","unstructured":"Deposition numbers 2296795 (for2\u2032) 2296796 (for6) and 2296945 (for11) 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 service."},{"key":"e_1_2_8_74_1","unstructured":"G.\u2005M. Sheldrick version\u20056.1 Bruker AXS Inc Madison WI 2000."},{"key":"e_1_2_8_75_1","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRev.140.A1133"},{"key":"e_1_2_8_76_1","unstructured":"\u00a0"},{"key":"e_1_2_8_77_2","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevA.38.3098"},{"key":"e_1_2_8_78_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.464304"},{"key":"e_1_2_8_79_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.464913"},{"key":"e_1_2_8_80_2","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevB.37.785"},{"key":"e_1_2_8_81_1","unstructured":"\u00a0"},{"key":"e_1_2_8_82_2","doi-asserted-by":"publisher","DOI":"10.1039\/b515623h"},{"key":"e_1_2_8_83_2","doi-asserted-by":"publisher","DOI":"10.1039\/b508541a"},{"key":"e_1_2_8_84_1","unstructured":"M.\u2005J.\u2005T. Frisch G.\u2005W.; Schlegel H.\u2005B.; Scuseria G.\u2005E.; Robb M.\u2005A.; Cheeseman J.\u2005R.; Scalmani G.; Barone V.; Petersson G.\u2005A.; Nakatsuji H.; Li X.; Caricato M.; Marenich A.\u2005V.; Bloino J.; Janesko B.\u2005G.; Gomperts R.; Mennucci B.; Hratchian H.\u2005P.; Ortiz J.\u2005V.; Izmaylov A.\u2005F.; Sonnenberg J.\u2005L.; Williams-Young D.; Ding F.; Lipparini F.; Egidi F.; Goings J.; Peng B.; Petrone A.; Henderson T.; Ranasinghe D.; Zakrzewski V.\u2005G.; 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.\u2005A. Jr.; Peralta J.\u2005E.; Ogliaro F.; Bearpark M.\u2005J.; Heyd J.\u2005J.; Brothers E.\u2005N.; Kudin K.\u2005N.; Staroverov V.\u2005N.; Keith T.\u2005A.; Kobayashi R.; Normand J.; Raghavachari K.; Rendell A.\u2005P.; Burant J.\u2005C.; Iyengar S.\u2005S.; Tomasi J.; Cossi M.; Millam J.\u2005M.; Klene M.; Adamo C.; Cammi R.; Ochterski J.\u2005W.; Martin R.\u2005L.; Morokuma K.; Farkas O.; Foresman J.\u2005B.; Fox D.\u2005J. Gaussian 16 Revision B.01 ed. Gaussian Inc. 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