{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,17]],"date-time":"2026-04-17T22:09:33Z","timestamp":1776463773413,"version":"3.51.2"},"reference-count":57,"publisher":"Springer Science and Business Media LLC","issue":"1","license":[{"start":{"date-parts":[[2025,12,27]],"date-time":"2025-12-27T00:00:00Z","timestamp":1766793600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2025,12,27]],"date-time":"2025-12-27T00:00:00Z","timestamp":1766793600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"}],"funder":[{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"publisher","award":["CRC-1415, Proj.-No. 417590517"],"award-info":[{"award-number":["CRC-1415, Proj.-No. 417590517"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["Commun Chem"],"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Arenes play a crucial role in various fields of chemistry. Since Kekul\u00e9 proposed the molecular structure of benzene in 1865, chemists have been working to develop methods for preparing functionalized arenes. Most of these methods focus on introducing functional groups through substitution reactions (electrophilic aromatic substitution, cross-coupling, C-H activation) using aromatic starting materials. In contrast, the formal [2\u2009+\u20092\u2009+\u20092] cycloaddition of three different alkyne moieties allows for the introduction of functional groups before synthesizing the aromatic core. Although straightforward, this strategy faces challenges, including the inherent reactivity of heteroatom-substituted alkynes, restrictions on the substitution patterns of the alkynes, and the use of noble metal-based catalysts. Herein, we report an iron-catalyzed cyclotrimerization of internal and terminal alkynes to provide densely functionalized aromatic products. The method accommodates alkoxy-, amido-, and even boryl alkynes, yielding the corresponding aryl ethers, amides, or boronic acids in up to quantitative yields at moderate temperatures within minutes.<\/jats:p>","DOI":"10.1038\/s42004-025-01859-7","type":"journal-article","created":{"date-parts":[[2025,12,27]],"date-time":"2025-12-27T11:10:05Z","timestamp":1766833805000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Functional group tolerant iron-catalyzed cyclotrimerization of terminal and internal alkynes"],"prefix":"10.1038","volume":"8","author":[{"given":"Benedict","family":"Klinnert","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8423-6173","authenticated-orcid":false,"given":"Bernd","family":"Plietker","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"297","published-online":{"date-parts":[[2025,12,27]]},"reference":[{"key":"1859_CR1","doi-asserted-by":"publisher","first-page":"204","DOI":"10.1007\/BF01339530","volume":"70","author":"E H\u00fcckel","year":"1931","unstructured":"H\u00fcckel, E. Quantentheoretische Beitr\u00e4ge zum Benzolproblem. Z. Phys. 70, 204\u2013286 (1931).","journal-title":"Z. Phys."},{"key":"1859_CR2","doi-asserted-by":"publisher","first-page":"310","DOI":"10.1007\/BF01341953","volume":"72","author":"E H\u00fcckel","year":"1931","unstructured":"H\u00fcckel, E. Quantentheoretische Beitr\u00e4ge zum Benzolproblem. Z. Phys. 72, 310\u2013337 (1931).","journal-title":"Z. Phys."},{"key":"1859_CR3","doi-asserted-by":"publisher","first-page":"628","DOI":"10.1007\/BF01341936","volume":"76","author":"E H\u00fcckel","year":"1932","unstructured":"H\u00fcckel, E. Quantentheoretische Beitr\u00e4ge zum Problem der aromatischen und unges\u00e4ttigten Verbindungen. III. Z. Phys. 76, 628\u2013648 (1932).","journal-title":"Z. Phys."},{"key":"1859_CR4","first-page":"43","volume":"6","author":"Y Yasuda","year":"2023","unstructured":"Yasuda, Y. Aromatic Compounds: Understanding the Fragrant World of Organic Chemistry. J. Med. Org. Chem. 6, 43\u201345 (2023).","journal-title":"J. Med. Org. Chem."},{"key":"1859_CR5","doi-asserted-by":"publisher","first-page":"47","DOI":"10.1007\/s00253-017-8599-4","volume":"102","author":"J Wang","year":"2018","unstructured":"Wang, J., Shen, X., Rey, J., Yuan, Q. & Yan, Y. Recent advances in microbial production of aromatic natural products and their derivatives. Appl. Microbiol. Biotechnol. 102, 47\u201361 (2018).","journal-title":"Appl. Microbiol. Biotechnol."},{"key":"1859_CR6","doi-asserted-by":"publisher","first-page":"2411","DOI":"10.1039\/D1TC04866J","volume":"10","author":"Q Li","year":"2022","unstructured":"Li, Q., Zhang, Y., Xie, Z., Zhen, Y. & Dong, H. Polycyclic aromatic hydrocarbon-based organic semiconductors: ring-closing synthesis and optoelectronic properties. J. Mater. Chem. C. 10, 2411\u20132430 (2022).","journal-title":"J. Mater. Chem. C."},{"key":"1859_CR7","doi-asserted-by":"publisher","first-page":"5051","DOI":"10.1039\/D0CP05245K","volume":"23","author":"N Stamenkovic","year":"2021","unstructured":"Stamenkovic, N., Ulrih, N. P. & Cerkovnik, J. An analysis of electrophilic aromatic substitution: a \u201ccomplex approach. Phys. Chem. Chem. Phys. 23, 5051\u20135068 (2021).","journal-title":"Phys. Chem. Chem. Phys."},{"key":"1859_CR8","doi-asserted-by":"publisher","first-page":"1191","DOI":"10.1021\/acs.accounts.6b00120","volume":"49","author":"B Galabov","year":"2016","unstructured":"Galabov, B., Nalbantova, D., Schleyer, P.vR. & Schaefer, H. F. III Electrophilic Aromatic Substitution: New Insights into an Old Class of Reactions. Acc. Chem. Res. 49, 1191\u20131199 (2016).","journal-title":"Acc. Chem. Res."},{"key":"1859_CR9","doi-asserted-by":"publisher","first-page":"368","DOI":"10.1055\/s-0042-1751492","volume":"56","author":"S Singh","year":"2024","unstructured":"Singh, S. & Hazra, C. K. Recent Advancements in Typical Friedel\u2013Crafts Alkylation Reactions Focused on Targeting Arene Nucleophiles. Synthesis 56, 368\u2013388 (2024).","journal-title":"Synthesis"},{"key":"1859_CR10","doi-asserted-by":"publisher","first-page":"1","DOI":"10.3762\/bjoc.6.6","volume":"6","author":"M Rueping","year":"2010","unstructured":"Rueping, M. & Nachtsheim, B. J. A review of new developments in the Friedel\u2013Crafts alkylation \u2013 From green chemistry to asymmetric catalysis. Beilstein J. Org. Chem. 6, 1\u201324 (2010).","journal-title":"Beilstein J. Org. Chem."},{"key":"1859_CR11","doi-asserted-by":"publisher","first-page":"5062","DOI":"10.1002\/anie.201107017","volume":"51","author":"CCC Johansson Seechurn","year":"2012","unstructured":"Johansson Seechurn, C. C. C., Kitching, M. O., Colacot, T. J. & Snieckus, V. Palladium-Catalyzed Cross-Coupling: A Historical Contextual Perspective to the 2010 Nobel Prize. Angew. Chem. Int. Ed. 51, 5062\u20135085 (2012).","journal-title":"Angew. Chem. Int. Ed."},{"key":"1859_CR12","doi-asserted-by":"publisher","first-page":"16065","DOI":"10.1021\/acs.joc.4c02573","volume":"89","author":"MR Biscoe","year":"2024","unstructured":"Biscoe, M. R., Cornella, J., Kalyani, D. & Neufeldt, S. From Established to Emerging: Evolution of Cross-Coupling Reactions. J. Org. Chem. 89, 16065\u201316069 (2024).","journal-title":"J. Org. Chem."},{"key":"1859_CR13","doi-asserted-by":"publisher","first-page":"5746","DOI":"10.1039\/D4CS01108B","volume":"54","author":"JW Meringdal","year":"2025","unstructured":"Meringdal, J. W. & Menche, D. Suzuki\u2013Miyaura (hetero-)aryl cross-coupling: recent findings and recommendations. Chem. Soc. Rev. 54, 5746\u20135765 (2025).","journal-title":"Chem. Soc. Rev."},{"key":"1859_CR14","doi-asserted-by":"publisher","first-page":"1147","DOI":"10.1021\/cs300082f","volume":"2","author":"H Li","year":"2012","unstructured":"Li, H., Johansson Seechurn, C. C. C. & Colacot, T. J. Development of Preformed Pd Catalysts for Cross-Coupling Reactions, Beyond the 2010 Nobel Prize. ACS Catal. 2, 1147\u20131164 (2012).","journal-title":"ACS Catal."},{"key":"1859_CR15","doi-asserted-by":"publisher","first-page":"245","DOI":"10.1021\/acscentsci.0c01413","volume":"7","author":"T Dalton","year":"2021","unstructured":"Dalton, T., Faber, T. & Glorius, F. C\u2212H Activation: Toward Sustainability and Applications. ACS Cent. Sci. 7, 245\u2013261 (2021).","journal-title":"ACS Cent. Sci."},{"key":"1859_CR16","doi-asserted-by":"publisher","first-page":"4740","DOI":"10.1039\/c1cs15083a","volume":"40","author":"J Wencel-Delord","year":"2011","unstructured":"Wencel-Delord, J., Dr\u00f6ge, T., Liu, F. & Glorius, F. Towards mild metal-catalyzed C\u2013H bond activation. Chem. Soc. Rev. 40, 4740\u20134761 (2011).","journal-title":"Chem. Soc. Rev."},{"key":"1859_CR17","doi-asserted-by":"publisher","first-page":"10236","DOI":"10.1002\/anie.201203269","volume":"51","author":"N Kuhl","year":"2012","unstructured":"Kuhl, N., Hopkinson, M. N., Wencel-Delord, J. & Glorius, F. Beyond Directing Groups: Transition-Metal-Catalyzed C\u2212H Activation of Simple Arenes. Angew. Chem. Int. Ed. 51, 10236\u201310254 (2012).","journal-title":"Angew. Chem. Int. Ed."},{"key":"1859_CR18","doi-asserted-by":"publisher","first-page":"281","DOI":"10.1021\/acscentsci.6b00032","volume":"2","author":"JF Hartwig","year":"2016","unstructured":"Hartwig, J. F. & Larsen, M. A. Undirected, Homogeneous C\u2212H Bond Functionalization: Challenges and Opportunities. ACS Cent. Sci. 2, 281\u2013292 (2016).","journal-title":"ACS Cent. Sci."},{"key":"1859_CR19","doi-asserted-by":"publisher","first-page":"2192","DOI":"10.1021\/acs.chemrev.8b00507","volume":"119","author":"P Gandeepan","year":"2019","unstructured":"Gandeepan, P. et al. 3d Transition Metals for C\u2212H Activation. Chem. Rev. 119, 2192\u20132452 (2019).","journal-title":"Chem. Rev."},{"key":"1859_CR20","doi-asserted-by":"publisher","first-page":"2307","DOI":"10.1002\/adsc.200600325","volume":"348","author":"PR Chopade","year":"2006","unstructured":"Chopade, P. R. & Louie, J. [2+2+2] Cycloaddition Reactions Catalyzed by Transition Metal Complexes. Adv. Synth. Catal. 348, 2307\u20132327 (2006).","journal-title":"Adv. Synth. Catal."},{"key":"1859_CR21","doi-asserted-by":"publisher","first-page":"3430","DOI":"10.1039\/c1cs15029d","volume":"40","author":"G Dom\u00ednguez","year":"2011","unstructured":"Dom\u00ednguez, G. & P\u00e9rez-Castells, J. Recent advances in [2+2+2] cycloaddition reactions. Chem. Soc. Rev. 40, 3430\u20133444 (2011).","journal-title":"Chem. Soc. Rev."},{"key":"1859_CR22","first-page":"4","volume":"54","author":"P Matton","year":"2021","unstructured":"Matton, P., Huvelle, S., Haddad, M., Phansavath, P. & Ratovelomanana-Vidal, V. Recent Progress in Metal-Catalyzed [2+2+2] Cycloaddition Reactions. Synth.: J. Synth. Org. Chem. 54, 4\u201332 (2021).","journal-title":"Synth.: J. Synth. Org. Chem."},{"key":"1859_CR23","doi-asserted-by":"crossref","unstructured":"Amatore, M. & Aubert, C. Recent Advances in Stereoselective [2+2+2] Cycloadditions. Eur. J. Org. Chem. 2015, 265\u2013286 (2015).","DOI":"10.1002\/ejoc.201403012"},{"key":"1859_CR24","doi-asserted-by":"crossref","unstructured":"Berthelot, M. Ueber die Einwirkung von Hitze auf einige Kohlenwasserstoffe. Justus Liebigs Ann. Chem. 139, 272\u2013282 (1866).","DOI":"10.1002\/jlac.18661390303"},{"key":"1859_CR25","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1002\/jlac.19485600102","volume":"560","author":"W Reppe","year":"1948","unstructured":"Reppe, W., Schlichting, O., Klager, K. & Toepel, T. Cyclisierende Polymerisation von Acetylen I. Justus Liebigs Ann. Chem. 560, 1\u201392 (1948).","journal-title":"Justus Liebigs Ann. Chem."},{"key":"1859_CR26","doi-asserted-by":"publisher","first-page":"3317","DOI":"10.1002\/anie.200800012","volume":"47","author":"S Enthaler","year":"2008","unstructured":"Enthaler, S., Junge, K. & Beller, M. Sustainable Metal Catalysis with Iron: From Rust to a Rising Star? Angew. Ch. Int. Ed. 47, 3317\u20133321 (2008).","journal-title":"Angew. Ch. Int. Ed."},{"key":"1859_CR27","doi-asserted-by":"publisher","first-page":"103","DOI":"10.1002\/cber.19600930118","volume":"93","author":"W H\u00fcbel","year":"1960","unstructured":"H\u00fcbel, W. & Hoogzand, C. Die cyclisierende Trimerisierung von Alkinen rnit Hilfe von Metallcarbonyl-Verbindungen. Chem. Ber. 93, 103\u2013115 (1960).","journal-title":"Chem. Ber."},{"key":"1859_CR28","doi-asserted-by":"publisher","first-page":"4652","DOI":"10.1021\/ja00948a051","volume":"87","author":"A Yamamoto","year":"1965","unstructured":"Yamamoto, A. et al. Butadiene Polymerization Catalysts. Diethylbis(dipyridyl)iron and Diethyldipyridylnickel. J. Am. Chem. Soc. 87, 4652\u20134653 (1965).","journal-title":"J. Am. Chem. Soc."},{"key":"1859_CR29","doi-asserted-by":"publisher","first-page":"3948","DOI":"10.1021\/jo01274a061","volume":"33","author":"A Carbonaro","year":"1968","unstructured":"Carbonaro, A., Greco, A. & Dall, G. \u2019Asta, Oligomerization Catalysts. III. Cyclocodimerization of Conjugated Dienes with Acetylenic Hydrocarbons Catalyzed by lron(0)Complexes. Synthesis of l,2-DiphenyI-l,4-cyclohexadiene. J. Org. Chem. 33, 3948\u20133950 (1968).","journal-title":"J. Org. Chem."},{"key":"1859_CR30","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202404574","volume":"31","author":"W Parisot","year":"2025","unstructured":"Parisot, W., Haddad, M., Phansavath, P., Ratovelomanana-Vidal, V. & Lef\u00e8vre, G. Iron-Catalyzed [2 + 2 + 2] Cycloadditions for the Construction of Aromatic and Heteroaromatic Rings. Chem. Eur. J. 31, e202404574 (2025).","journal-title":"Chem. Eur. J."},{"key":"1859_CR31","doi-asserted-by":"crossref","unstructured":"Chowdhury, H., Chatterjee, N. & Goswami, A. An Eco-Friendly Route to N-Arylindoles by Iron-Catalyzed [2+2+2] Cycloaddition of Diynes with (Indol-1-yl)alkynes. Eur. J. Org. Chem. 7735\u20137742 (2015).","DOI":"10.1002\/ejoc.201501166"},{"key":"1859_CR32","doi-asserted-by":"publisher","first-page":"8571","DOI":"10.1002\/ange.201705087","volume":"129","author":"D Brenna","year":"2017","unstructured":"Brenna, D. et al. Iron-Catalyzed Cyclotrimerization of Terminal Alkynes by Dual Catalyst Activation in the Absence of Reductants. Angew. Chem. 129, 8571\u20138574 (2017).","journal-title":"Angew. Chem."},{"key":"1859_CR33","doi-asserted-by":"publisher","first-page":"13473","DOI":"10.1002\/anie.202000907","volume":"59","author":"M Neumeier","year":"2020","unstructured":"Neumeier, M., Chakraborly, U., Schaarschmidt, D., de la Pena O\u00b4Shea, V. & Perez-Ruiz, R. A. Jacobi von Wangelin, Combined Photoredox and Iron Catalysis for the Cyclotrimerization of Alkynes. Angew. Chem. Int. Ed. 59, 13473\u201313478 (2020).","journal-title":"Angew. Chem. Int. Ed."},{"key":"1859_CR34","doi-asserted-by":"publisher","first-page":"593","DOI":"10.1039\/C3CC47700B","volume":"50","author":"V Richard","year":"2014","unstructured":"Richard, V. et al. Iron(II)-catalysed [2+2+2] cycloaddition for pyridine ring construction. Chem. Commun. 50, 593\u2013595 (2014).","journal-title":"Chem. Commun."},{"key":"1859_CR35","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202400096","volume":"30","author":"W Parisot","year":"2024","unstructured":"Parisot, W., Haddad, M., Phansavath, P., Lef\u00e8vre, G. & Ratovelomanana-Vidal, V. A Versatile, Functional Group-Tolerant, and Bench-Stable Iron Precatalyst for Building Arene and Triazine Rings by [2+2+2] Cycloadditions, Ch. em. Eur. J. 30, e202400096 (2024).","journal-title":"em. Eur. J."},{"key":"1859_CR36","doi-asserted-by":"publisher","first-page":"14677","DOI":"10.1021\/acscatal.1c03871","volume":"11","author":"JL Harper","year":"2021","unstructured":"Harper, J. L. et al. Origins of Regio- and Chemoselectivity in Iron-PDAI-Catalyzed [2+2+2] Cycloaddition Syntheses of 4,6-Disubstituted 2-Aminopyridines. ACS Catal. 11, 14677\u201314687 (2021).","journal-title":"ACS Catal."},{"key":"1859_CR37","doi-asserted-by":"publisher","first-page":"10157","DOI":"10.1021\/acscatal.0c03068","volume":"10","author":"CB Provis-Evans","year":"2020","unstructured":"Provis-Evans, C. B., Lau, S., Krewald, V. & Webster, R. L. Regioselective Alkyne Cyclotrimerization with an In Situ-Generated [Fe(II)H(salen)]\u00b7Bpin Catalyst. ACS Catal. 10, 10157\u201310168 (2020).","journal-title":"ACS Catal."},{"key":"1859_CR38","doi-asserted-by":"publisher","first-page":"489","DOI":"10.1016\/j.catcom.2010.11.013","volume":"12","author":"Y Liu","year":"2011","unstructured":"Liu, Y., Yan, X., Yang, N. & Xi, C. Highly regioselective cyclotrimerization of terminal alkynes catalyzed by Fe(II) complexes bearing 2-(benzimidazolyl)-6-(1-(arylimino)ethyl)pyridines. Catal. Commun. 12, 489\u2013492 (2011).","journal-title":"Catal. Commun."},{"key":"1859_CR39","doi-asserted-by":"publisher","first-page":"5593","DOI":"10.1021\/acscatal.1c00978","volume":"11","author":"JS Doll","year":"2021","unstructured":"Doll, J. S. et al. Iron-Catalyzed Trimerization of Terminal Alkynes Enabled by Pyrimidinediimine Ligands: A Regioselective Method for the Synthesis of 1,3,5-Substituted Arenes. ACS Catal. 11, 5593\u20135600 (2021).","journal-title":"ACS Catal."},{"key":"1859_CR40","doi-asserted-by":"publisher","first-page":"4882","DOI":"10.1021\/acscatal.3c00353","volume":"13","author":"M Feo","year":"2023","unstructured":"Feo, M. et al. G. Lefe\u0300vre, Thermally Stable Redox Noninnocent Bathocuproine-Iron Complex for Cycloaddition Reactions. ACS Catal. 13, 4882\u20134893 (2023).","journal-title":"ACS Catal."},{"key":"1859_CR41","doi-asserted-by":"publisher","first-page":"2936","DOI":"10.1021\/ol2009939","volume":"13","author":"BRD Souza","year":"2011","unstructured":"Souza, B. R. D., Lane, T. K. & Louie, J. Iron-Catalyzed Cycloaddition of Alkynenitriles and Alkynes. Org. Lett. 13, 2936\u20132939 (2011).","journal-title":"Org. Lett."},{"key":"1859_CR42","doi-asserted-by":"publisher","first-page":"2713","DOI":"10.1021\/om950800w","volume":"15","author":"F Knoch","year":"1996","unstructured":"Knoch, F., Kremer, F., Schmidt, U. & Zenneck, U. (\u03b74-1,5-Cyclooctadiene)(\u03b76-phosphinine)iron(0): Novel Room-Temperature Catalyst for Pyridine Formation. Organometallics 15, 2713\u20132719 (1996).","journal-title":"Organometallics"},{"key":"1859_CR43","doi-asserted-by":"publisher","first-page":"2578","DOI":"10.1021\/om0201967","volume":"21","author":"K Ferre","year":"2002","unstructured":"Ferre, K., Toupet, L. & Guerchais, V. Alkyne Coupling Reactions Mediated by Iron(II) Complexes: Highly Chemo- and Regioselective Formation of \u03b76-Coordinated Arene and Pyridine Complexes. Organometallics 21, 2578\u20132580 (2002).","journal-title":"Organometallics"},{"key":"1859_CR44","doi-asserted-by":"publisher","first-page":"41353","DOI":"10.1039\/C4RA06973K","volume":"4","author":"M Minakawa","year":"2014","unstructured":"Minakawa, M. et al. Iron-catalyzed [2+2+2] cycloaddition of trifluoromethyl group substituted unsymmetrical internal alkynes. RSC Adv. 4, 41353\u201341356 (2014).","journal-title":"RSC Adv."},{"key":"1859_CR45","doi-asserted-by":"publisher","first-page":"3350","DOI":"10.1021\/acs.orglett.7b01217","volume":"19","author":"D Bhatt","year":"2017","unstructured":"Bhatt, D., Chowdhury, H. & Goswami, A. Atom-Economic Route to Cyanoarenes and 2,2\u2032-Dicyanobiarenes via Iron-Catalyzed Chemoselective [2 + 2 + 2] Cycloaddition Reactions of Diynes and Tetraynes with Alkynylnitriles. Org. Lett. 19, 3350\u20133353 (2017).","journal-title":"Org. Lett."},{"key":"1859_CR46","doi-asserted-by":"publisher","first-page":"1026","DOI":"10.1021\/ic00149a005","volume":"22","author":"M Cygler","year":"1983","unstructured":"Cygler, M., Ahmed, F. R., Forques, A. & Roustan, J. L. A. Synthesis and Crystal Structure of an Iron Nitrosyl Carbonyl Hydride. Inorg. Chem. 22, 1026\u20131030 (1983).","journal-title":"Inorg. Chem."},{"key":"1859_CR47","doi-asserted-by":"publisher","first-page":"7148","DOI":"10.1021\/acscatal.6b02260","volume":"6","author":"J Teske","year":"2016","unstructured":"Teske, J. & Plietker, B. A Redox-Neutral Fe-Catalyzed Cycloisomerization of Enyne Acetates. ACS Catal. 6, 7148\u20137151 (2016).","journal-title":"ACS Catal."},{"key":"1859_CR48","doi-asserted-by":"publisher","first-page":"2257","DOI":"10.1021\/acs.orglett.8b00612","volume":"20","author":"J Teske","year":"2018","unstructured":"Teske, J. & Plietker, B. Fe-Catalyzed Cycloisomerization of Aryl Allenyl Ketones: Access to 3-Arylidene-indan-1-ones. Org. Lett. 20, 2257\u20132260 (2018).","journal-title":"Org. Lett."},{"key":"1859_CR49","first-page":"340","volume":"22","author":"F Rami","year":"2020","unstructured":"Rami, F., B\u00e4chtle, F. & Plietker, B. Hydroboration of internal alkynes catalyzed by FeH(CO)(NO)(PPh3)2: a case of boron-source controlled regioselectivity. Catal. Sci. Technol. 22, 340\u2013344 (2020).","journal-title":"Catal. Sci. Technol."},{"key":"1859_CR50","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202205169","volume":"61","author":"F Kramm","year":"2022","unstructured":"Kramm, F., Ullwer, F., Klinnert, B., Zheng, M. & Plietker, B. Iron-Catalyzed Cycloisomerization and CC Bond Activation to Access Non-canonical Tricyclic Cyclobutanes. Angew. Chem. Int. Ed. 61, e202205169 (2022).","journal-title":"Angew. Chem. Int. Ed."},{"key":"1859_CR51","doi-asserted-by":"publisher","first-page":"6370","DOI":"10.1021\/acs.orglett.4c02088","volume":"26","author":"F Rami","year":"2024","unstructured":"Rami, F. et al. Reagent- and Ligand-Dependent Mechanistic Trichotomy in Fe Catalyzed Borylative Cyclizations of Enynes. Org. Lett. 26, 6370\u20136374 (2024).","journal-title":"Org. Lett."},{"key":"1859_CR52","doi-asserted-by":"publisher","first-page":"2197","DOI":"10.1002\/1521-3765(20010518)7:10<2197::AID-CHEM2197>3.0.CO;2-G","volume":"7","author":"M Wehmeier","year":"2001","unstructured":"Wehmeier, M., Wagner, M. & M\u00fcllen, K. Novel Perylene Chromophores Obtained by a Facile Oxidative Cyclodehydrogenation Route. Chem. Eur. J. 7, 2197\u20132205 (2001).","journal-title":"Chem. Eur. J."},{"key":"1859_CR53","volume":"00","author":"L Capdevila","year":"2025","unstructured":"Capdevila, L. et al. Shortcut to Highly Fluorescent Perylene Derivatives: From Fluoranthene Fissure-Coupling to Late-Stage Aromatic Extension. Chem. Eur. 00, e202500102 (2025).","journal-title":"Chem. Eur."},{"key":"1859_CR54","doi-asserted-by":"publisher","first-page":"143","DOI":"10.1016\/j.jorganchem.2008.10.032","volume":"694","author":"JA Varela","year":"2009","unstructured":"Varela, J. A. & Sa\u00e1, C. CpRuCl- and CpCo-catalyzed or mediated cyclotrimerizations of alkynes and [2+2+2] cycloadditions of alkynes to alkenes: A comparative DFT study. J. Organomet. Chem. 694, 143\u2013149 (2009).","journal-title":"J. Organomet. Chem."},{"key":"1859_CR55","unstructured":"Kinetic isotope experiments are reported in chapter 3.3, supporting information."},{"key":"1859_CR56","unstructured":"31P NMR experiments are reported in chapter 3.5, the supporting information."},{"key":"1859_CR57","unstructured":"Experimental conditions are reported in chapter 3.4, supporting information."}],"container-title":["Communications Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.nature.com\/articles\/s42004-025-01859-7.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.nature.com\/articles\/s42004-025-01859-7","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.nature.com\/articles\/s42004-025-01859-7.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,1,29]],"date-time":"2026-01-29T19:02:09Z","timestamp":1769713329000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.nature.com\/articles\/s42004-025-01859-7"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,12,27]]},"references-count":57,"journal-issue":{"issue":"1","published-online":{"date-parts":[[2025,12]]}},"alternative-id":["1859"],"URL":"https:\/\/doi.org\/10.1038\/s42004-025-01859-7","relation":{},"ISSN":["2399-3669"],"issn-type":[{"value":"2399-3669","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,12,27]]},"assertion":[{"value":"15 September 2025","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"8 December 2025","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"27 December 2025","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"30 January 2026","order":5,"name":"change_date","label":"Change Date","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"Update","order":6,"name":"change_type","label":"Change Type","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"In this article the affiliation details for Benedict Klinnert and Bernd Plietker were incorrectly given as Professur f\u00fcr Organische Chemie I, Fakult\u00e4t Chemie und Lebensmittelchemie, Dresden, DE, Germany but should have been Professur f\u00fcr Organische Chemie I, Fakult\u00e4t Chemie und Lebensmittelchemie, TU Dresden, Dresden, DE, Germany. The original article has been corrected.","order":7,"name":"change_details","label":"Change Details","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"The authors declare no competing interests.","order":1,"name":"Ethics","group":{"name":"EthicsHeading","label":"Competing interests"}}],"article-number":"410"}}