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N-Donor ligand activation of titanocene for the Biginelli reaction via the imine mechanism

The remarkable activation of stable titanocene dichloride (Cp(2)TiCl(2)) was achieved using N-donor ligand urea in an alcoholic solvent, leading to the formation of a Ti(iv) species [(MeO)(2)Ti(NHCONH(2))](+), the existence of which was verified by ESI-MS, ESI-MS/MS, and NMR. Catalyzed by the newly...

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Detalles Bibliográficos
Autores principales: Zheng, Shaohua, Jian, Yajun, Xu, Shan, Wu, Ya, Sun, Huaming, Zhang, Guofang, Zhang, Weiqiang, Gao, Ziwei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078600/
https://www.ncbi.nlm.nih.gov/pubmed/35539863
http://dx.doi.org/10.1039/c8ra01208c
Descripción
Sumario:The remarkable activation of stable titanocene dichloride (Cp(2)TiCl(2)) was achieved using N-donor ligand urea in an alcoholic solvent, leading to the formation of a Ti(iv) species [(MeO)(2)Ti(NHCONH(2))](+), the existence of which was verified by ESI-MS, ESI-MS/MS, and NMR. Catalyzed by the newly formed Ti(iv) species, a myriad of 3,4-dihydropyrimidin-2-(1H)-ones were produced via a three-component Biginelli reaction. Further mechanistic investigation indicated that the Biginelli reaction had taken place via the imine route.