Organoheteroatom stannanes in palladium-catalyzed cross-coupling reactions with 1-naphthyl triflate
We have studied the Pd-catalyzed cross-coupling reaction of organoheteroatom stannanes containing elements of groups 15 (P, As, Sb) and 16 (Se) with 1-naphthyl triflate (3). The stannanes n-Bu3SnZPh n (Z = P, As, Sb, Se; n = 1,2) were synthesized by the reaction of the PhnZ- anion with n-Bu3SnCl. Th...
| Autores: | , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2009 |
| País: | Argentina |
| Institución: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/74040 |
| Acceso en línea: | http://hdl.handle.net/11336/74040 |
| Access Level: | acceso abierto |
| Palabra clave: | Organoheteroatom Stannanes Palladium Triflates Cross-Coupling https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Sumario: | We have studied the Pd-catalyzed cross-coupling reaction of organoheteroatom stannanes containing elements of groups 15 (P, As, Sb) and 16 (Se) with 1-naphthyl triflate (3). The stannanes n-Bu3SnZPh n (Z = P, As, Sb, Se; n = 1,2) were synthesized by the reaction of the PhnZ- anion with n-Bu3SnCl. The cross-coupling reactions of these stannanes with 3 in a one-pot procedure afforded the C - heteroatom products PhnZ-1-Naph in good yields for Z = As, Se (90 and 70% yields, respectively) and moderate yields for Z = P (51% yield). Only 18% of 1-naphthyldiphenylstibine was obtained. Optimization studies revealed that the combination of LiCl and free PPh3 ligand proved to be particularly effective in enhancing the coupling reaction. |
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