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Guided by density functional theory and mechanistic analyses, we report the light\u2010driven synthesis of aliphatic and \u03b1\u2010amino ketones using single\u2010electron NHC operators. Computational and experimental results reveal that the reactivity of the key radical intermediate is substrate\u2010dependent and can be modulated through steric and electronic parameters of the NHC. Catalyst potential is harnessed in the visible\u2010light driven generation of an acyl azolium radical species that undergoes selective coupling with various radical partners to afford diverse ketone products. This methodology is showcased in the direct late\u2010stage functionalization of amino acids and pharmaceutical compounds, highlighting the utility of single\u2010electron NHC operators.<\/jats:p>","DOI":"10.1002\/anie.202105354","type":"journal-article","created":{"date-parts":[[2021,6,7]],"date-time":"2021-06-07T14:40:40Z","timestamp":1623076840000},"page":"17925-17931","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":120,"title":["Light\u2010Driven Carbene Catalysis for the Synthesis of Aliphatic and \u03b1\u2010Amino Ketones"],"prefix":"10.1002","volume":"60","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3604-8316","authenticated-orcid":false,"given":"Anna V.","family":"Bay","sequence":"first","affiliation":[{"name":"Department of Chemistry Northwestern University  2145 Sheridan Road Evanston IL 60208 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7780-2800","authenticated-orcid":false,"given":"Keegan P.","family":"Fitzpatrick","sequence":"additional","affiliation":[{"name":"Department of Chemistry Northwestern University  2145 Sheridan Road Evanston IL 60208 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0665-5326","authenticated-orcid":false,"given":"Gisela A.","family":"Gonz\u00e1lez\u2010Montiel","sequence":"additional","affiliation":[{"name":"Department of Chemistry Oregon State University  153 Gilbert Hall Corvallis OR 97331 2145 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1904-6749","authenticated-orcid":false,"given":"Abdikani Omar","family":"Farah","sequence":"additional","affiliation":[{"name":"Department of Chemistry Oregon State University  153 Gilbert Hall Corvallis OR 97331 2145 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6705-2962","authenticated-orcid":false,"given":"Paul Ha\u2010Yeon","family":"Cheong","sequence":"additional","affiliation":[{"name":"Department of Chemistry Oregon State University  153 Gilbert Hall Corvallis OR 97331 2145 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4856-3569","authenticated-orcid":false,"given":"Karl A.","family":"Scheidt","sequence":"additional","affiliation":[{"name":"Department of Chemistry Northwestern University  2145 Sheridan Road Evanston IL 60208 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,7,14]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1749-6632.1948.tb27252.x"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.2042-7158.1982.tb04794.x"},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2003.10.017"},{"key":"e_1_2_2_5_2","doi-asserted-by":"publisher","DOI":"10.1515\/BC.2006.061"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.2146\/ajhp070496"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar900196n"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar5004658"},{"key":"e_1_2_2_9_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0OB02098B"},{"key":"e_1_2_2_10_1","unstructured":"\u00a0"},{"key":"e_1_2_2_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00479a077"},{"key":"e_1_2_2_12_2","first-page":"26","volume-title":"General and Synthetic Methods, Vol.\u200514","author":"Richardson S. 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