Bismuth Radical Catalysis: Thermally Induced Intramolecular C(sp<sup>3</sup>)–C(sp) Cyclization of Unactivated Alkyl Iodides and Alkynes
Bismuth radical chemistry has attracted increased interest in recent years. Here, we report a series of bismuth–manganese complexes that catalyze the intramolecular redox-neutral coupling of alkyl iodides and alkynes under purely thermal conditions. Computational studies support the design of cataly...
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2025
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| _version_ | 1852017649193582592 |
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| author | Sebastián Martínez (12915438) |
| author2 | Marius A. Junghanns (22048866) Tobias Dunaj (22048869) Crispin Lichtenberg (1519525) |
| author2_role | author author author |
| author_facet | Sebastián Martínez (12915438) Marius A. Junghanns (22048866) Tobias Dunaj (22048869) Crispin Lichtenberg (1519525) |
| author_role | author |
| dc.creator.none.fl_str_mv | Sebastián Martínez (12915438) Marius A. Junghanns (22048866) Tobias Dunaj (22048869) Crispin Lichtenberg (1519525) |
| dc.date.none.fl_str_mv | 2025-08-13T15:04:49Z |
| dc.identifier.none.fl_str_mv | 10.1021/acscatal.5c02812.s003 |
| dc.relation.none.fl_str_mv | https://figshare.com/articles/dataset/Bismuth_Radical_Catalysis_Thermally_Induced_Intramolecular_C_sp_sup_3_sup_C_sp_Cyclization_of_Unactivated_Alkyl_Iodides_and_Alkynes/29901555 |
| dc.rights.none.fl_str_mv | CC BY-NC 4.0 info:eu-repo/semantics/openAccess |
| dc.subject.none.fl_str_mv | Biophysics Biochemistry Medicine Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified purely thermal conditions including drug derivatives computational studies support attracted increased interest bismuth radical catalysis unactivated alkyl iodides alkyl iodides radical nature underexplored mode recent years neutral coupling intramolecular redox catalyst candidates |
| dc.title.none.fl_str_mv | Bismuth Radical Catalysis: Thermally Induced Intramolecular C(sp<sup>3</sup>)–C(sp) Cyclization of Unactivated Alkyl Iodides and Alkynes |
| dc.type.none.fl_str_mv | Dataset info:eu-repo/semantics/publishedVersion dataset |
| description | Bismuth radical chemistry has attracted increased interest in recent years. Here, we report a series of bismuth–manganese complexes that catalyze the intramolecular redox-neutral coupling of alkyl iodides and alkynes under purely thermal conditions. Computational studies support the design of catalyst candidates, aiming to achieve low Bi–Mn bond homolytic dissociation energies. The radical nature of the cyclization reaction was supported by EPR spectroscopic spin trap experiments. This underexplored mode of thermally induced radical reactivity was applied to construct a variety of cyclic vinyl iodide compounds, including drug derivatives. |
| eu_rights_str_mv | openAccess |
| id | Manara_f5fbe35e6fe0b2f95c19e2e945535d0b |
| identifier_str_mv | 10.1021/acscatal.5c02812.s003 |
| network_acronym_str | Manara |
| network_name_str | ManaraRepo |
| oai_identifier_str | oai:figshare.com:article/29901555 |
| publishDate | 2025 |
| repository.mail.fl_str_mv | |
| repository.name.fl_str_mv | |
| repository_id_str | |
| rights_invalid_str_mv | CC BY-NC 4.0 |
| spelling | Bismuth Radical Catalysis: Thermally Induced Intramolecular C(sp<sup>3</sup>)–C(sp) Cyclization of Unactivated Alkyl Iodides and AlkynesSebastián Martínez (12915438)Marius A. Junghanns (22048866)Tobias Dunaj (22048869)Crispin Lichtenberg (1519525)BiophysicsBiochemistryMedicineBiological Sciences not elsewhere classifiedChemical Sciences not elsewhere classifiedpurely thermal conditionsincluding drug derivativescomputational studies supportattracted increased interestbismuth radical catalysisunactivated alkyl iodidesalkyl iodidesradical natureunderexplored moderecent yearsneutral couplingintramolecular redoxcatalyst candidatesBismuth radical chemistry has attracted increased interest in recent years. Here, we report a series of bismuth–manganese complexes that catalyze the intramolecular redox-neutral coupling of alkyl iodides and alkynes under purely thermal conditions. Computational studies support the design of catalyst candidates, aiming to achieve low Bi–Mn bond homolytic dissociation energies. The radical nature of the cyclization reaction was supported by EPR spectroscopic spin trap experiments. This underexplored mode of thermally induced radical reactivity was applied to construct a variety of cyclic vinyl iodide compounds, including drug derivatives.2025-08-13T15:04:49ZDatasetinfo:eu-repo/semantics/publishedVersiondataset10.1021/acscatal.5c02812.s003https://figshare.com/articles/dataset/Bismuth_Radical_Catalysis_Thermally_Induced_Intramolecular_C_sp_sup_3_sup_C_sp_Cyclization_of_Unactivated_Alkyl_Iodides_and_Alkynes/29901555CC BY-NC 4.0info:eu-repo/semantics/openAccessoai:figshare.com:article/299015552025-08-13T15:04:49Z |
| spellingShingle | Bismuth Radical Catalysis: Thermally Induced Intramolecular C(sp<sup>3</sup>)–C(sp) Cyclization of Unactivated Alkyl Iodides and Alkynes Sebastián Martínez (12915438) Biophysics Biochemistry Medicine Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified purely thermal conditions including drug derivatives computational studies support attracted increased interest bismuth radical catalysis unactivated alkyl iodides alkyl iodides radical nature underexplored mode recent years neutral coupling intramolecular redox catalyst candidates |
| status_str | publishedVersion |
| title | Bismuth Radical Catalysis: Thermally Induced Intramolecular C(sp<sup>3</sup>)–C(sp) Cyclization of Unactivated Alkyl Iodides and Alkynes |
| title_full | Bismuth Radical Catalysis: Thermally Induced Intramolecular C(sp<sup>3</sup>)–C(sp) Cyclization of Unactivated Alkyl Iodides and Alkynes |
| title_fullStr | Bismuth Radical Catalysis: Thermally Induced Intramolecular C(sp<sup>3</sup>)–C(sp) Cyclization of Unactivated Alkyl Iodides and Alkynes |
| title_full_unstemmed | Bismuth Radical Catalysis: Thermally Induced Intramolecular C(sp<sup>3</sup>)–C(sp) Cyclization of Unactivated Alkyl Iodides and Alkynes |
| title_short | Bismuth Radical Catalysis: Thermally Induced Intramolecular C(sp<sup>3</sup>)–C(sp) Cyclization of Unactivated Alkyl Iodides and Alkynes |
| title_sort | Bismuth Radical Catalysis: Thermally Induced Intramolecular C(sp<sup>3</sup>)–C(sp) Cyclization of Unactivated Alkyl Iodides and Alkynes |
| topic | Biophysics Biochemistry Medicine Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified purely thermal conditions including drug derivatives computational studies support attracted increased interest bismuth radical catalysis unactivated alkyl iodides alkyl iodides radical nature underexplored mode recent years neutral coupling intramolecular redox catalyst candidates |