[{"OA_type":"hybrid","year":"2026","oa_version":"Published Version","file_date_updated":"2026-01-21T09:12:10Z","quality_controlled":"1","project":[{"grant_number":"PAT 1250924","name":"Photoactive ligands for transformative nickel catalysis","_id":"8f1d607d-16d5-11f0-9cad-ab453295ba5e"}],"author":[{"last_name":"Bena","first_name":"Aleksander","full_name":"Bena, Aleksander","id":"4197c39e-e8ec-11ed-86cb-afed934cd664"},{"full_name":"Pieber, Bartholomäus","id":"93e5e5b2-0da6-11ed-8a41-af589a024726","last_name":"Pieber","first_name":"Bartholomäus","orcid":"0000-0001-8689-388X"}],"citation":{"ista":"Bena A, Pieber B. 2026. Advances in NiI/NiIII-catalyzed C(sp2)–heteroatom cross-couplings. ACS Catalysis. 16(2), 866–881.","apa":"Bena, A., &#38; Pieber, B. (2026). Advances in NiI/NiIII-catalyzed C(sp2)–heteroatom cross-couplings. <i>ACS Catalysis</i>. American Chemical Society. <a href=\"https://doi.org/10.1021/acscatal.5c07964\">https://doi.org/10.1021/acscatal.5c07964</a>","chicago":"Bena, Aleksander, and Bartholomäus Pieber. “Advances in NiI/NiIII-Catalyzed C(Sp2)–Heteroatom Cross-Couplings.” <i>ACS Catalysis</i>. American Chemical Society, 2026. <a href=\"https://doi.org/10.1021/acscatal.5c07964\">https://doi.org/10.1021/acscatal.5c07964</a>.","ieee":"A. Bena and B. Pieber, “Advances in NiI/NiIII-catalyzed C(sp2)–heteroatom cross-couplings,” <i>ACS Catalysis</i>, vol. 16, no. 2. American Chemical Society, pp. 866–881, 2026.","ama":"Bena A, Pieber B. Advances in NiI/NiIII-catalyzed C(sp2)–heteroatom cross-couplings. <i>ACS Catalysis</i>. 2026;16(2):866-881. doi:<a href=\"https://doi.org/10.1021/acscatal.5c07964\">10.1021/acscatal.5c07964</a>","short":"A. Bena, B. Pieber, ACS Catalysis 16 (2026) 866–881.","mla":"Bena, Aleksander, and Bartholomäus Pieber. “Advances in NiI/NiIII-Catalyzed C(Sp2)–Heteroatom Cross-Couplings.” <i>ACS Catalysis</i>, vol. 16, no. 2, American Chemical Society, 2026, pp. 866–81, doi:<a href=\"https://doi.org/10.1021/acscatal.5c07964\">10.1021/acscatal.5c07964</a>."},"month":"01","department":[{"_id":"BaPi"},{"_id":"GradSch"}],"user_id":"2DF688A6-F248-11E8-B48F-1D18A9856A87","volume":16,"article_type":"original","day":"16","status":"public","scopus_import":"1","file":[{"access_level":"open_access","file_size":3797064,"file_id":"21030","checksum":"05743d6d7b4bae37aad1a91471123032","file_name":"2026_ACSCatalysis_Bena.pdf","creator":"dernst","date_updated":"2026-01-21T09:12:10Z","date_created":"2026-01-21T09:12:10Z","content_type":"application/pdf","success":1,"relation":"main_file"}],"publisher":"American Chemical Society","tmp":{"short":"CC BY (4.0)","name":"Creative Commons Attribution 4.0 International Public License (CC-BY 4.0)","legal_code_url":"https://creativecommons.org/licenses/by/4.0/legalcode","image":"/images/cc_by.png"},"has_accepted_license":"1","issue":"2","PlanS_conform":"1","corr_author":"1","intvolume":"        16","article_processing_charge":"Yes (via OA deal)","ddc":["540"],"_id":"21008","page":"866-881","date_created":"2026-01-20T10:04:57Z","type":"journal_article","oa":1,"publication":"ACS Catalysis","publication_status":"published","OA_place":"publisher","language":[{"iso":"eng"}],"acknowledgement":"We gratefully acknowledge the Institute of Science and Technology Austria for generous financial support. B.P. acknowledges the Austrian Science Fund (PAT 1250924) for funding.","title":"Advances in NiI/NiIII-catalyzed C(sp2)–heteroatom cross-couplings","date_published":"2026-01-16T00:00:00Z","abstract":[{"text":"C(sp2)–heteroatom couplings operating via NiI/NiIII catalysis have emerged as an alternative to canonical Pd0/PdII systems that require complex ligand architectures. Despite intensive research efforts during the past decade, catalytic methods employing this approach are still mostly confined to activated starting materials and require high catalyst loadings due to the low catalytic activity of NiI and undesired catalyst deactivation events. This article highlights recent advances in the field toward solving these long-standing challenges. We survey strategies that streamline the generation of catalytically competent NiI species from bench-stable NiII precatalysts, and discuss mechanistic studies that shed light on deactivation pathways and the rate-determining oxidative addition of aryl halides. In the final section, we highlight recently developed synthetic methodologies, which provide evidence that limitations can indeed be addressed by working at elevated temperatures, employing alternative electrophiles, harnessing the benefits of additives, or fine-tuning the metal’s reactivity through the ligand field.","lang":"eng"}],"publication_identifier":{"eissn":["2155-5435"]},"doi":"10.1021/acscatal.5c07964","date_updated":"2026-01-21T09:15:16Z"},{"project":[{"grant_number":"PAT 1250924","name":"Photoactive ligands for transformative nickel catalysis","_id":"8f1d607d-16d5-11f0-9cad-ab453295ba5e"}],"author":[{"first_name":"Adam","last_name":"Petrik","id":"e273d403-329f-11ee-a353-8c34c056f8ed","full_name":"Petrik, Adam"},{"id":"4197c39e-e8ec-11ed-86cb-afed934cd664","full_name":"Bena, Aleksander","first_name":"Aleksander","last_name":"Bena"},{"last_name":"Baunis","first_name":"Haralds","full_name":"Baunis, Haralds","id":"2eea55ec-e8ec-11ed-86cb-d9c76787acfe"},{"first_name":"Riley M.","last_name":"Kelch","full_name":"Kelch, Riley M."},{"last_name":"Yoon","first_name":"Tehshik P.","full_name":"Yoon, Tehshik P."},{"id":"93e5e5b2-0da6-11ed-8a41-af589a024726","full_name":"Pieber, Bartholomäus","first_name":"Bartholomäus","orcid":"0000-0001-8689-388X","last_name":"Pieber"}],"quality_controlled":"1","year":"2026","OA_type":"hybrid","file_date_updated":"2026-05-07T07:29:24Z","article_number":"e70417","oa_version":"Published Version","tmp":{"short":"CC BY (4.0)","name":"Creative Commons Attribution 4.0 International Public License (CC-BY 4.0)","legal_code_url":"https://creativecommons.org/licenses/by/4.0/legalcode","image":"/images/cc_by.png"},"scopus_import":"1","status":"public","publisher":"Wiley","file":[{"file_name":"2026_AdvSynthCatal_Petrik.pdf","creator":"dernst","file_size":437184,"access_level":"open_access","checksum":"afe9752977898642c903abdc70b4a283","file_id":"21833","date_created":"2026-05-07T07:29:24Z","content_type":"application/pdf","date_updated":"2026-05-07T07:29:24Z","success":1,"relation":"main_file"}],"has_accepted_license":"1","acknowledged_ssus":[{"_id":"LifeSc"},{"_id":"MassSpec"},{"_id":"NMR"},{"_id":"M-Shop"}],"article_type":"original","day":"05","department":[{"_id":"BaPi"},{"_id":"GradSch"}],"month":"05","volume":368,"user_id":"2DF688A6-F248-11E8-B48F-1D18A9856A87","citation":{"short":"A. Petrik, A. Bena, H. Baunis, R.M. Kelch, T.P. Yoon, B. Pieber, Advanced Synthesis &#38; Catalysis 368 (2026).","mla":"Petrik, Adam, et al. “Facile Access to N-Substituted Pyridyl Ligands.” <i>Advanced Synthesis &#38; Catalysis</i>, vol. 368, no. 9, e70417, Wiley, 2026, doi:<a href=\"https://doi.org/10.1002/adsc.70417\">10.1002/adsc.70417</a>.","ista":"Petrik A, Bena A, Baunis H, Kelch RM, Yoon TP, Pieber B. 2026. Facile access to N-substituted pyridyl ligands. Advanced Synthesis &#38; Catalysis. 368(9), e70417.","ieee":"A. Petrik, A. Bena, H. Baunis, R. M. Kelch, T. P. Yoon, and B. Pieber, “Facile access to N-substituted pyridyl ligands,” <i>Advanced Synthesis &#38; Catalysis</i>, vol. 368, no. 9. Wiley, 2026.","ama":"Petrik A, Bena A, Baunis H, Kelch RM, Yoon TP, Pieber B. Facile access to N-substituted pyridyl ligands. <i>Advanced Synthesis &#38; Catalysis</i>. 2026;368(9). doi:<a href=\"https://doi.org/10.1002/adsc.70417\">10.1002/adsc.70417</a>","chicago":"Petrik, Adam, Aleksander Bena, Haralds Baunis, Riley M. Kelch, Tehshik P. Yoon, and Bartholomäus Pieber. “Facile Access to N-Substituted Pyridyl Ligands.” <i>Advanced Synthesis &#38; Catalysis</i>. Wiley, 2026. <a href=\"https://doi.org/10.1002/adsc.70417\">https://doi.org/10.1002/adsc.70417</a>.","apa":"Petrik, A., Bena, A., Baunis, H., Kelch, R. M., Yoon, T. P., &#38; Pieber, B. (2026). Facile access to N-substituted pyridyl ligands. <i>Advanced Synthesis &#38; Catalysis</i>. Wiley. <a href=\"https://doi.org/10.1002/adsc.70417\">https://doi.org/10.1002/adsc.70417</a>"},"date_created":"2026-05-03T22:01:36Z","type":"journal_article","article_processing_charge":"Yes (via OA deal)","_id":"21776","ddc":["540"],"corr_author":"1","PlanS_conform":"1","intvolume":"       368","issue":"9","doi":"10.1002/adsc.70417","publication_identifier":{"eissn":["1615-4169"],"issn":["1615-4150"]},"date_updated":"2026-05-07T07:33:33Z","date_published":"2026-05-05T00:00:00Z","title":"Facile access to N-substituted pyridyl ligands","abstract":[{"lang":"eng","text":"Pyridyl motifs equipped with N-substituents can be powerful ligands for catalysis, yet their broader adoption is limited by the lack of a practical method to prepare these scaffolds. We report a modular, robust, and versatile Buchwald–Hartwig amination protocol that enables the rapid synthesis of bipyridine, phenanthroline, terpyridine, and pybox ligands bearing dialkylamine, diarylamine, and heteroaromatic N-substituents. These conditions streamline ligand library synthesis and will facilitate systematic studies in catalysis and related applications."}],"acknowledgement":"We gratefully acknowledge ISTA for generous financial support. B.P. acknowledges the Austrian Science Fund (PAT 1250924) and the ACS GCI Pharmaceutical Roundtable for funding; T.P.Y acknowledges the NSF(CHE-2349003) for financial support. This research was supported by the Scientific Service Units (SSU) of ISTA through resources provided by the Lab Support Facility, Mass Spec Facility, NMR facility, and the Miba Machine Shop. We specifically thank Aikaterina Paraskevopoulou for HRMS measurements and Jan Pecak for support with ICP-OES experi-ments. NMR facilities at UW−Madison were supported by the NSF(CHE-1048642) and a generous gift from Paul J. and Margaret M. Bender. Open Access funding provided by Institute of Science and Technology Austria/KEMÖ. This study was supported by Austrian Science Fund (PAT 1250924), ACSGCI Pharmaceutical Roundtable, and National Science Foundation(CHE-2349003) and (CHE-1048642).","publication":"Advanced Synthesis & Catalysis","publication_status":"published","oa":1,"language":[{"iso":"eng"}],"OA_place":"publisher"},{"day":"11","article_type":"original","scopus_import":"1","status":"public","publisher":"American Chemical Society","file":[{"file_name":"2025_JACS_Anghileri.pdf","creator":"dernst","file_size":4179314,"access_level":"open_access","checksum":"7f2b6a3c23b062490f37cce10ced46aa","file_id":"20137","date_created":"2025-08-05T13:04:42Z","content_type":"application/pdf","date_updated":"2025-08-05T13:04:42Z","success":1,"relation":"main_file"}],"tmp":{"short":"CC BY (4.0)","name":"Creative Commons Attribution 4.0 International Public License (CC-BY 4.0)","legal_code_url":"https://creativecommons.org/licenses/by/4.0/legalcode","image":"/images/cc_by.png"},"has_accepted_license":"1","acknowledged_ssus":[{"_id":"LifeSc"},{"_id":"NMR"}],"citation":{"ista":"Anghileri L, Baunis H, Bena A, Giannoudis C, Burke JH, Reischauer S, Merschjann C, Wallick RF, Al Said T, Adams CE, Simionato G, Kovalenko S, Dell’Amico L, Van Der Veen RM, Pieber B. 2025. Evidence for a unifying NiI/NiIII mechanism in light-mediated cross-coupling catalysis. Journal of the American Chemical Society. 147(16), 13169–13179.","apa":"Anghileri, L., Baunis, H., Bena, A., Giannoudis, C., Burke, J. H., Reischauer, S., … Pieber, B. (2025). Evidence for a unifying NiI/NiIII mechanism in light-mediated cross-coupling catalysis. <i>Journal of the American Chemical Society</i>. American Chemical Society. <a href=\"https://doi.org/10.1021/jacs.4c16050\">https://doi.org/10.1021/jacs.4c16050</a>","ieee":"L. Anghileri <i>et al.</i>, “Evidence for a unifying NiI/NiIII mechanism in light-mediated cross-coupling catalysis,” <i>Journal of the American Chemical Society</i>, vol. 147, no. 16. American Chemical Society, pp. 13169–13179, 2025.","ama":"Anghileri L, Baunis H, Bena A, et al. Evidence for a unifying NiI/NiIII mechanism in light-mediated cross-coupling catalysis. <i>Journal of the American Chemical Society</i>. 2025;147(16):13169–13179. doi:<a href=\"https://doi.org/10.1021/jacs.4c16050\">10.1021/jacs.4c16050</a>","chicago":"Anghileri, Lucia, Haralds Baunis, Aleksander Bena, Christos Giannoudis, John H. Burke, Susanne Reischauer, Christoph Merschjann, et al. “Evidence for a Unifying NiI/NiIII Mechanism in Light-Mediated Cross-Coupling Catalysis.” <i>Journal of the American Chemical Society</i>. American Chemical Society, 2025. <a href=\"https://doi.org/10.1021/jacs.4c16050\">https://doi.org/10.1021/jacs.4c16050</a>.","short":"L. Anghileri, H. Baunis, A. Bena, C. Giannoudis, J.H. Burke, S. Reischauer, C. Merschjann, R.F. Wallick, T. Al Said, C.E. Adams, G. Simionato, S. Kovalenko, L. Dell’Amico, R.M. Van Der Veen, B. Pieber, Journal of the American Chemical Society 147 (2025) 13169–13179.","mla":"Anghileri, Lucia, et al. “Evidence for a Unifying NiI/NiIII Mechanism in Light-Mediated Cross-Coupling Catalysis.” <i>Journal of the American Chemical Society</i>, vol. 147, no. 16, American Chemical Society, 2025, pp. 13169–13179, doi:<a href=\"https://doi.org/10.1021/jacs.4c16050\">10.1021/jacs.4c16050</a>."},"month":"04","department":[{"_id":"BaPi"}],"volume":147,"user_id":"2DF688A6-F248-11E8-B48F-1D18A9856A87","external_id":{"pmid":["40211781"],"isi":["001465858000001"]},"project":[{"name":"Photoactive ligands for transformative nickel catalysis","grant_number":"PAT 1250924","_id":"8f1d607d-16d5-11f0-9cad-ab453295ba5e"}],"author":[{"last_name":"Anghileri","first_name":"Lucia","full_name":"Anghileri, Lucia","id":"7b65e46e-1f51-11f0-8ea0-faa153157f5e"},{"first_name":"Haralds","last_name":"Baunis","id":"2eea55ec-e8ec-11ed-86cb-d9c76787acfe","full_name":"Baunis, Haralds"},{"last_name":"Bena","first_name":"Aleksander","full_name":"Bena, Aleksander","id":"4197c39e-e8ec-11ed-86cb-afed934cd664"},{"first_name":"Christos","last_name":"Giannoudis","id":"1bd506c6-e8ec-11ed-86cb-d495f63f2dcd","full_name":"Giannoudis, Christos"},{"first_name":"John H.","last_name":"Burke","full_name":"Burke, John H."},{"first_name":"Susanne","last_name":"Reischauer","full_name":"Reischauer, Susanne"},{"last_name":"Merschjann","first_name":"Christoph","full_name":"Merschjann, Christoph"},{"first_name":"Rachel F.","last_name":"Wallick","full_name":"Wallick, Rachel F."},{"full_name":"Al Said, Tarek","first_name":"Tarek","last_name":"Al Said"},{"full_name":"Adams, Callum E","id":"126d6d0f-fdc1-11ee-bb4a-9f462709fa9d","last_name":"Adams","first_name":"Callum E"},{"last_name":"Simionato","first_name":"Gianluca","full_name":"Simionato, Gianluca"},{"first_name":"Sergey","last_name":"Kovalenko","full_name":"Kovalenko, Sergey"},{"first_name":"Luca","last_name":"Dell’Amico","full_name":"Dell’Amico, Luca"},{"last_name":"Van Der Veen","first_name":"Renske M.","full_name":"Van Der Veen, Renske M."},{"last_name":"Pieber","first_name":"Bartholomäus","orcid":"0000-0001-8689-388X","full_name":"Pieber, Bartholomäus","id":"93e5e5b2-0da6-11ed-8a41-af589a024726"}],"isi":1,"OA_type":"hybrid","year":"2025","oa_version":"Published Version","file_date_updated":"2025-08-05T13:04:42Z","quality_controlled":"1","title":"Evidence for a unifying NiI/NiIII mechanism in light-mediated cross-coupling catalysis","date_published":"2025-04-11T00:00:00Z","abstract":[{"lang":"eng","text":"Advances in nickel catalysis have significantly broadened the synthetic chemists’ toolbox, particularly through methodologies leveraging paramagnetic nickel species via photoredox catalysis or electrochemistry. Key to these reactions is the oxidation state modulation of nickel via single-electron transfer events. Recent mechanistic studies indicate that C(sp2)–heteroatom bond formations proceed through NiI/NiIII cycles. Related C(sp2)–C(sp3) cross-couplings operate via the photocatalytic generation of C-centered radicals and a catalytic cycle that involves Ni0, NiI, and NiIII species. Here, we show that light-mediated nickel-catalyzed C(sp2)–C(sp3) bond formations can be carried out without using exogenous photoredox catalysts but with a photoactive ligand. In a pursuit of expanding the scope of C(sp2)–heteroatom couplings using donor–acceptor ligands, we identified a photoactive nickel complex capable of catalyzing cross-couplings between aryl halides and benzyltrifluoroborate salts. Mechanistic investigations provide evidence that transmetalation between a photochemically generated NiI species and the organoboron compound is the key catalytic step in a NiI/NiIII catalytic cycle under these conditions."}],"publication_identifier":{"issn":["0002-7863"],"eissn":["1520-5126"]},"doi":"10.1021/jacs.4c16050","date_updated":"2025-10-02T08:22:12Z","oa":1,"publication":"Journal of the American Chemical Society","publication_status":"published","OA_place":"publisher","language":[{"iso":"eng"}],"acknowledgement":"This research was supported by the Scientific Service Units (SSU) of ISTA through resources provided by the Lab Support Facility (LSF), Mass Spec Facility, and NMR Facility. We gratefully acknowledge the Institute of Science and Technology Austria (ISTA) and the Max-Planck Society for their generous financial support. R.M.v.d.V. and B.P. thank the Deutsche Forschungsgemeinschaft (DFG, German Research Foundation) under Germany’s Excellence Strategy – EXC 2008 – 390540038 – UniSysCat for funding. B.P. thanks the DFG (PI 1635/2-19), the Boehringer Ingelheim Foundation (Plus 3 Perspectives Programme), and the FWF (Austrian Science Fund; PAT 1250924) for financial support. J.H.B. acknowledges the Robert C. and Carolyn J. Springborn Endowment for Student Support Program at the University of Illinois Urbana–Champaign. R.F.W. was supported by a fellowship from the Deutscher Akademischer Austauschdienst (DAAD). We thank Dr. John J. Molloy (MPICI) for scientific discussions.","pmid":1,"article_processing_charge":"Yes (via OA deal)","ddc":["540"],"_id":"19599","page":"13169–13179","date_created":"2025-04-20T22:01:28Z","type":"journal_article","issue":"16","PlanS_conform":"1","corr_author":"1","intvolume":"       147"}]