Evaluating stereoelectronic properties of bulky dialkylterphenyl phosphine ligands

The stereoelectronic properties of a series of sterically hindered phosphines containing a terphenyl substituent, PR2Ar’ (R = alkyl; Ar’ = C6H3-2,6-Ar2), have been evaluated by various methods. Their σ-donating capacity has been assessed on the basis of the carbon monoxide stretching frequencies in...

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Detalhes bibliográficos
Autores: Marín Gómez, Mario, Moreno Díaz, Juan José, Alcaide, María M., Álvarez González, Eleuterio, López Serrano, Joaquín, Campos Manzano, Jesús, Nicasio Jaramillo, María del Carmen, Carmona Guzmán, Ernesto
Formato: artículo
Estado:Versión enviada para evaluación y publicación
Fecha de publicación:2019
País:España
Recursos:Universidad de Sevilla (US)
Repositorio:idUS. Depósito de Investigación de la Universidad de Sevilla
OAI Identifier:oai:idus.us.es:11441/142564
Acesso em linha:https://hdl.handle.net/11441/142564
https://doi.org/10.1016/j.jorganchem.2019.06.003
Access Level:acceso abierto
Palavra-chave:Bulky phosphine
Buried volume
Ligand parameterization
Selenides
Terphenyl
Tolman
Descrição
Resumo:The stereoelectronic properties of a series of sterically hindered phosphines containing a terphenyl substituent, PR2Ar’ (R = alkyl; Ar’ = C6H3-2,6-Ar2), have been evaluated by various methods. Their σ-donating capacity has been assessed on the basis of the carbon monoxide stretching frequencies in benchmark iridium [IrCl(CO)2(PR2Ar’)] and rhodium [Rh(acac)(CO)2(PR2Ar’)] (acac = acetylacetonate) complexes, as well as by measuring 31P–77Se scalar coupling constants (1JSeP) for the corresponding phosphine selenides (Se=PR2Ar’). In turn, the steric profile of terphenyl phosphines has been gauged by calculating Tolman Cone Angle (TCA), ligand shielding (G) and percent buried volume (%VBur) parameters. These calculations have been carried out from both X-ray diffraction and DFT-optimized structures. We have also examined several of the widely used biaryl phosphines for comparative purposes.