Article
A Diels–Alder Reaction Triggered by a [4 + 3] Metallacycloaddition
Author/s | Vivancos Ureña, Ángela
Vattier Lagarrigue, María Florencia ![]() ![]() ![]() ![]() ![]() López Serrano, Joaquín ![]() ![]() ![]() ![]() ![]() ![]() ![]() Paneque Sosa, Margarita López Poveda, Manuel Álvarez González, Eleuterio |
Department | Universidad de Sevilla. Departamento de Química Inorgánica Instituto de Investigaciones Químicas (IIQ) – CIC Cartuja |
Date | 2015 |
Published in |
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Abstract | The TpMe2Ir(III) complex 1-OH2 (TpMe2 = hydrotris(3,5-dimethylpyrazolyl)borate), which contains a labile molecule of water and an iridium-bonded alkenyl moiety (−C(R)═C(R)–(R=CO2Me)) as part of a benzo-annulated five-membered ... The TpMe2Ir(III) complex 1-OH2 (TpMe2 = hydrotris(3,5-dimethylpyrazolyl)borate), which contains a labile molecule of water and an iridium-bonded alkenyl moiety (−C(R)═C(R)–(R=CO2Me)) as part of a benzo-annulated five-membered iridacycle, reacts readily with the conjugated dienes butadiene and 2,3-dimethylbutadiene to afford the corresponding Diels–Alder products. Experimental and DFT studies are in accordance with an initial [4 + 3] cyclometalation reaction between the diene and the five-coordinated 16-electron organometallic fragment 1 (generated from 1-OH2 by facile water dissociation). The reaction can be extended to a related TpIr(III) complex (Tp = hydrotris(pyrazolyl)borate) that also features a labile ligand (i.e., 2-THF). |
Funding agencies | Ministerio de Economía y Competitividad (MINECO). España Junta de Andalucía |
Project ID. | CTQ2014- 51912-REDC
![]() FQM-119 ![]() P09-FQM-4832 ![]() |
Citation | Vivancos Ureña, Á., Vattier Lagarrigue, M.F., López Serrano, J., Paneque Sosa, M., López Poveda, M. y Álvarez González, E. (2015). A Diels–Alder Reaction Triggered by a [4 + 3] Metallacycloaddition. Journal of the American Chemical Society, 137 (12), 4074-4077. https://doi.org/10.1021/jacs.5b01532. |
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