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This air\u2010stable copper catalyst shows robust catalytic performance and tolerates a diverse array of functional groups on both the <jats:italic>N<\/jats:italic>\u2010nucleophile and arylboronic acid coupling partners in C\u2212N bond forming reactions with up to 95\u2009% yield. Formation of the Cu\u2212NHC complex <jats:italic>in\u2005situ<\/jats:italic> generated similar catalytic performance for CEL coupling. Alternative metal ions (Mn<jats:sup>2+<\/jats:sup>, Fe<jats:sup>2+<\/jats:sup>, Co<jats:sup>2+<\/jats:sup>, Ni<jats:sup>2+<\/jats:sup>, Zn<jats:sup>2+<\/jats:sup>, Ru<jats:sup>2+<\/jats:sup>, and Pd<jats:sup>2+<\/jats:sup>) were also screened in the presence of the NHC precursor as CEL catalysts.<\/jats:p>","DOI":"10.1002\/ejoc.202300620","type":"journal-article","created":{"date-parts":[[2023,8,16]],"date-time":"2023-08-16T22:33:36Z","timestamp":1692225216000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":14,"title":["Cu\u2212NHC Complex for Chan\u2010Evans\u2010Lam Cross\u2010Coupling Reactions of <i>N<\/i>\u2010Heterocyclic Compounds and Arylboronic Acids"],"prefix":"10.1002","volume":"26","author":[{"given":"Bhupendra","family":"Adhikari","sequence":"first","affiliation":[{"name":"Department of Chemistry Mississippi State University  Mississippi State MS 39762 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mohsen","family":"Teimouri","sequence":"additional","affiliation":[{"name":"Department of Chemistry Mississippi State University  Mississippi State MS 39762 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"James W.","family":"Akin","sequence":"additional","affiliation":[{"name":"Department of Chemistry Mississippi State University  Mississippi State MS 39762 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Selvam","family":"Raju","sequence":"additional","affiliation":[{"name":"Department of Chemistry Mississippi State University  Mississippi State MS 39762 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sean L.","family":"Stokes","sequence":"additional","affiliation":[{"name":"Department of Chemistry Mississippi State University  Mississippi State MS 39762 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7556-1393","authenticated-orcid":false,"given":"Joseph P.","family":"Emerson","sequence":"additional","affiliation":[{"name":"Department of Chemistry Mississippi State University  Mississippi State MS 39762 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,9,22]]},"reference":[{"key":"e_1_2_9_1_1","unstructured":"\u00a0"},{"key":"e_1_2_9_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/D2AN01277D"},{"key":"e_1_2_9_3_2","doi-asserted-by":"publisher","DOI":"10.1039\/D2NA00229A"},{"key":"e_1_2_9_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.202200327"},{"key":"e_1_2_9_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c01809"},{"key":"e_1_2_9_6_1","unstructured":"\u00a0"},{"key":"e_1_2_9_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.0c01929"},{"key":"e_1_2_9_8_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7CC03030D"},{"key":"e_1_2_9_9_1","unstructured":"\u00a0"},{"key":"e_1_2_9_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b01881"},{"key":"e_1_2_9_11_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1CC00213A"},{"key":"e_1_2_9_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja802123p"},{"key":"e_1_2_9_13_1","unstructured":"\u00a0"},{"key":"e_1_2_9_14_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9QO00283A"},{"key":"e_1_2_9_15_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7QO00851A"},{"key":"e_1_2_9_16_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8QO01313F"},{"key":"e_1_2_9_17_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4QO00276H"},{"key":"e_1_2_9_18_1","unstructured":"\u00a0"},{"key":"e_1_2_9_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejic.201901269"},{"key":"e_1_2_9_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo010615u"},{"key":"e_1_2_9_21_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7DT02260C"},{"key":"e_1_2_9_22_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8OB02254B"},{"key":"e_1_2_9_23_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8NJ06145A"},{"key":"e_1_2_9_24_2","doi-asserted-by":"publisher","DOI":"10.1007\/s10562-022-04010-6"},{"key":"e_1_2_9_25_1","unstructured":"\u00a0"},{"key":"e_1_2_9_26_2","first-page":"2304","volume":"16","author":"Tkachuk V. 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