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However, existing strategies are typically limited by binary activation modes in which the electron donor also serves as the nucleophilic coupling partner, restricting synthetic modularity. Here we report a decoupled EDA strategy in which N,N\u2010dimethylaniline (DMA) acts as a dedicated electron donor, forming a photoactive charge\u2010transfer complex with electron\u2010deficient (hetero)aryl halides under visible\u2010light irradiation. Photoinduced single\u2010electron transfer promotes C\u2500X bond fragmentation to generate aryl radicals that are intercepted by independently chosen coupling partners, enabling C\u2013H arylation of pyrroles. The method is applicable to aryl bromides, iodides, and activated aryl chlorides, and extends to borylation and hydrodehalogenation by simple variation of the radical trap. These results demonstrate that decoupled EDA activation provides a modular platform for metal\u2010free C\u2500C bond formation from aryl halides.<\/jats:p>","DOI":"10.1002\/chem.71660","type":"journal-article","created":{"date-parts":[[2026,9,22]],"date-time":"2026-09-22T12:37:57Z","timestamp":1790080677000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Decoupled EDA Activation of Aryl Halides Enables Metal\u2010Free C\u2013H Arylation of Pyrroles"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0009-0005-2849-7164","authenticated-orcid":false,"given":"Ashutosh","family":"Mishra","sequence":"first","affiliation":[{"name":"Schulich Faculty of Chemistry Technion Israel Institute of Technology, Technion City  Haifa Israel"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6825-3942","authenticated-orcid":false,"given":"Sakthi","family":"Raje","sequence":"additional","affiliation":[{"name":"Schulich Faculty of Chemistry Technion Israel Institute of Technology, Technion City  Haifa Israel"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Priya","family":"Mata","sequence":"additional","affiliation":[{"name":"Schulich Faculty of Chemistry Technion Israel Institute of Technology, Technion City  Haifa Israel"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6008-286X","authenticated-orcid":false,"given":"Graham","family":"de Ruiter","sequence":"additional","affiliation":[{"name":"Schulich Faculty of Chemistry Technion Israel Institute of Technology, Technion City  Haifa Israel"},{"name":"the Resnick Sustainability Center for Catalysis Technion \u2013 Israel Institute of Technology, Technion City  Haifa Israel"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,9,22]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c01416"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.3762\/bjoc.17.67"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2023.06.013"},{"key":"e_1_2_8_5_1","first-page":"185","volume-title":"Advances in Physical Organic Chemistry","author":"Kochi J. 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