2026-05-28T18:25:12Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/113342026-02-07T01:05:23Zcom_10259_4363com_10259_5086com_10259_2604col_10259_4364

Sanz Villafruela, Juan 26e36e74-17d9-4c91-ac71-1f07c8a54fa3 600 Martínez Alonso, Carmen cb7ba5aa-be4d-471c-85e2-a4221da110fc 600 Echevarría Poza, Igor 833 600 0000-0002-5369-7441 Vaquero Gutiérrez, Mónica 569 600 0000-0002-4550-4072 Carbayo Martín, Mª Aránzazu 99 600 0000-0003-4738-4323 Fidalgo Zorrilla, Jairo 765 600 0000-0001-9214-7779 Rodríguez, Ana M. 64013be0-a1f8-4eba-8154-e6f7c49a9c55 500 Cuevas Vicario, José Vicente 137 600 0000-0002-2421-1529 Lima, João C. a0903657-c7d6-4a0c-9a7f-6cf1d021c22a 500 Moro, Artur J. a5497e86-e003-4bae-bb72-ffcbe0735589 500 Manzano Manrique, Blanca Rosa eaecfab4-85fd-4077-b685-5fcf33f3b365 600 Jalón Sotés, Félix Ángel 83a58ec8-3904-4c18-838c-bcdaf7357757 600 Espino Ordóñez, Gustavo 162 600 0000-0001-5617-5705 2026-02-06T11:36:50Z 2026-02-06T11:36:50Z 2021 2052-1553 https://hdl.handle.net/10259/11334 10.1039/d0qi01307b 2052-1553 Current societies demand sustainable synthetic procedures and accordingly the combination of two photocatalytic reactions in a one-pot process is a very appealing chemical tool. In the present work, we report on the development of new Ir(III) bis-cyclometallated photosensitizers with β-carboline ligands and disclose a simple and unprecedented photocatalytic one-pot two-step protocol for the chemoselective and C-3 regioselective oxidative thiocyanation of indolines to produce the corresponding 3-thiocyanato-indoles. The procedure is performed in THF at room temperature, in the presence of NH4SCN, O2 and the Ir(III) photocatalysts under blue light exposure. Moreover, this methodology combines important advantages such as an outstanding efficiency, based on good yields for low catalyst loadings, along with an excellent sustainability founded on the use of O2 as a green oxidant and light as the energy source. In addition, DFT studies have allowed a clear interpretation of the photophysical and electrochemical properties of the Ir(III) complexes and transient absorption experiments, along with other experimental proof, have demonstrated that the two photocatalytic processes are mediated by 1O2. Our results pave the way for future developments in the field of photocatalysis using Ir(III) biscyclometallated complexes as photosensitizers. We gratefully acknowledge the financial support provided by the Spanish Ministerio de Ciencia, Innovación y Universidades (RTI2018-100709-B-C21, CTQ (QMC)-RED2018-102471-T and PID2019-111215RB-I00), Junta de Castilla y León (BU087G19, Grant BU263P18) and Junta de Comunidades de Castilla-La Mancha-FEDER (JCCM) (grant SBPLY/19/180501/000260). J. Fidalgo and I. Echevarría want to acknowledge their fellowships to both the European Social Fund (ESF) and Consejería de Educación de la Junta de Castilla y León and J. Sanz-Villafruela to a fellowship from the ESF and the Plan Propio of the University of Castilla-La Mancha. M. V. (Prof. B. García Group, University of Burgos) is grateful for the financial support received from the Consejería de Educación-Junta de Castilla y León-FEDER (BU042U16-BU305P18) for the postdoctoral grant. This research has made use of the high-performance computing resources of the Castilla y León Supercomputing Center (SCAYLE, https://www.scayle.es), financed by FEDER (Fondo Europeo de Desarrollo Regional). application/pdf eng Royal Society of Chemistry Inorganic Chemistry Frontiers. 2021, V. 8, n. 5, p. 1253-1270 https://doi.org/10.1039/D0QI01307B Photocatalysis Singlet oxygen Iridium(III) photocatalysts Thiocyanation of indoles Photooxidative dehydrogenation of indolines β-carbolines Química orgánica Química física Chemistry, Organic Chemistry, Physical and theoretical One-pot photocatalytic transformation of indolines into 3-thiocyanate indoles with new Ir(iii) photosensitizers bearing β-carbolines info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion info:eu-repo/semantics/openAccess Inorganic Chemistry Frontiers 8 5 1253 1270 THUMBNAIL Sanz-icf_2021.pdf.jpg Sanz-icf_2021.pdf.jpg IM Thumbnail image/jpeg 4418 https://riubu.ubu.es/bitstream/10259/11334/3/Sanz-icf_2021.pdf.jpg e165ff3372bfd69c9fb2c6a0946843da MD5 3 LICENSE license.txt license.txt text/plain; charset=utf-8 998 https://riubu.ubu.es/bitstream/10259/11334/2/license.txt aa90105e1c90a1b4fe810649aa967b7d MD5 2 ORIGINAL Sanz-icf_2021.pdf Sanz-icf_2021.pdf application/pdf 2944940 https://riubu.ubu.es/bitstream/10259/11334/1/Sanz-icf_2021.pdf c1b7af5081d8588f858a360269ecad7a MD5 1 10259/11334 oai:riubu.ubu.es:10259/11334 2026-02-07 02:05:23.046 Repositorio Institucional de la Universidad de Burgos bubrep@ubu.es RWwgYXV0b3IgY29tbyDDum5pY28gdGl0dWxhciBkZSBsb3MgZGVyZWNob3MgZGUgcHJvcGllZGFkIGludGVsZWN0dWFsIGRlIGxhIG9icmEsIG8gZGlzcG9uaWVuZG8gZGUgbG9zIGRlYmlkb3MgcGVybWlzb3MgZGUgbG9zIG90cm9zIHRpdHVsYXJlcywgc2kgbG9zIGh1YmllcmEsIHkgZW4gdmlydHVkIGRlIGxvcyBkZXJlY2hvcyBxdWUgbGUgY29uZmllcmUgbGEgbGVnaXNsYWNpw7NuIHZpZ2VudGUgc29icmUgcHJvcGllZGFkIGludGVsZWN0dWFsIHkgZGVyZWNob3MgZGUgYXV0b3IsIA0KQVVUT1JJWkEgYSBsYSBVbml2ZXJzaWRhZCBkZSBCdXJnb3MgYSBkaWZ1bmRpciwgZGUgbWFuZXJhIGdyYXR1aXRhLCBlbCBjb250ZW5pZG8gZGUgbG9zIGFyY2hpdm9zIGRpZ2l0YWxlcyBxdWUgY29ycmVzcG9uZGVuIGFsIGRvY3VtZW50byBkZXNjcml0byBhbnRlcmlvcm1lbnRlLCBjb24gY2Fyw6FjdGVyIG5vIGV4Y2x1c2l2byB5IGRlIG1hbmVyYSBww7pibGljYSBlbiBhY2Nlc28gYWJpZXJ0byBhIHRyYXbDqXMgZGUgSW50ZXJuZXQsIHBhcmEgbG8gcXVlIGxhIEJpYmxpb3RlY2EgcHJvY2VkZXLDoSBhIGFyY2hpdmFybG9zIGVuIGVsIFJlcG9zaXRvcmlvIEluc3RpdHVjaW9uYWwuIEFzaW1pc21vIGF1dG9yaXphIGEgbGEgVW5pdmVyc2lkYWQgZGUgQnVyZ29zIGEgcmVhbGl6YXIgbGFzIHRyYW5zZm9ybWFjaW9uZXMgbmVjZXNhcmlhcyBkZSBmb3JtYXRvLCBubyBkZSBjb250ZW5pZG8sIHBhcmEgZ2FyYW50aXphciBsYSBwcmVzZXJ2YWNpw7NuIHkgZWwgYWNjZXNvIGVuIGVsIGZ1dHVyby4NCg0KRWwgYXV0b3IgZGlzcG9uZSwgZW4gdG9kbyBjYXNvLCBkZWwgZGVyZWNobyBhIHJldm9jYXIgZXN0YSBhdXRvcml6YWNpw7NuLg0KDQpMYSBjZXNpw7NuIGRlIGRlcmVjaG9zIGRlIGVzdGEgb2JyYSBzZSBlbmN1ZW50cmEgc3VqZXRhIGEgbGEgbGVnaXNsYWNpw7NuIHZpZ2VudGUgc29icmUgcHJvcGllZGFkIGludGVsZWN0dWFsIHkgZGVyZWNob3MgZGUgYXV0b3I=