A theoretical study of dynamic processes observed in trimethylsilyl-1H-pyrazoles: prototropy and silylotropy

The H, C, N and Si chemical shifts of three trimethylsilyl-1H-pyrazoles were calculated and compared with literature results; the calculations were carried out at the GIAO/B3LYP/6–311 + + G(d,p) level resulting in a very good agreement that allows to predict with confidence the missing experimental...

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Detalles Bibliográficos
Autores: Claramunt, Rosa M., Elguero, José, Alkorta, Ibon
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2022
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/290354
Acceso en línea:http://hdl.handle.net/10261/290354
Access Level:acceso abierto
Palabra clave:Pyrazoles
Trimethylsilyl
Prototropy
Silylotropy
DFT calculations
GIAO
Descripción
Sumario:The H, C, N and Si chemical shifts of three trimethylsilyl-1H-pyrazoles were calculated and compared with literature results; the calculations were carried out at the GIAO/B3LYP/6–311 + + G(d,p) level resulting in a very good agreement that allows to predict with confidence the missing experimental values. The prototropic barrier of 4-trimethylsilyl-1H-pyrazole (1) as well as the silylotropic barriers of 1-trimethylsilyl-1H-pyrazole (2) and 1-trimethylsilyl-4-methyl-1H-pyrazole (3) were also calculated and the mechanism was established, the accordance with the experimental values being satisfactory.