Borotropy: The Mechanism of Boron Transfer Between Adjacent N-Atoms of Pyrazol-1-yl Rings

This work examines theoretically the problem of the migration of borane groups between the nitrogen atoms of pyrazolyl rings. We have studied as a model the BH pyrazol-1-yl derivatives to determine the effects of substituents on the pyrazole ring; also 1-(9-borabicyclo[3.3.1]nonan-9-yl)-1H-pyrazoles...

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Detalles Bibliográficos
Autores: Alkorta, Ibon, Elguero, José
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/341919
Acceso en línea:http://hdl.handle.net/10261/341919
Access Level:acceso abierto
Palabra clave:boranes
borotropy
interacting quantum atoms
pyrazolylboranes
steric effects
substituent effects
taft ES values.
Descripción
Sumario:This work examines theoretically the problem of the migration of borane groups between the nitrogen atoms of pyrazolyl rings. We have studied as a model the BH pyrazol-1-yl derivatives to determine the effects of substituents on the pyrazole ring; also 1-(9-borabicyclo[3.3.1]nonan-9-yl)-1H-pyrazoles to compare the calculated barriers with the experimental ones as well as to determine steric effects, i. e., how the buttressing effect increases the rate. The interacting quantum atoms methodology has been used for partitioning the energy of the systems in their stationary points into the contribution of pyrazole and BH group and their mutual interaction.