19F-NMR Diastereotopic Signals in Two N-CHF2 Derivatives of (4S, 7R)-7, 8, 8-Trimethyl-4, 5, 6, 7-tetrahydro-4, 7-methano-2H-indazole
In this paper, we report the anisochrony of the fluorine atoms of a CHF2 group when linked to a pyrazole ring. The pyrazole is part of (4S, 7R)-7, 8, 8-trimethyl-4, 5, 6, 7-tetrahydro-4, 7 -methano-2H-indazole also known as (4S, 7R)-campho[2, 3-c]pyrazole, which has two stereogenic centers. Gauge-In...
| Autores: | , , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2017 |
| País: | España |
| Institución: | Consejo Superior de Investigaciones Científicas (CSIC) |
| Repositorio: | DIGITAL.CSIC. Repositorio Institucional del CSIC |
| OAI Identifier: | oai:digital.csic.es:10261/161800 |
| Acceso en línea: | http://hdl.handle.net/10261/161800 |
| Access Level: | acceso abierto |
| Palabra clave: | B3LYP PCM GIAO indazoles pyrazoles 19F-NMR diastereotopic Anisochrony |
| Sumario: | In this paper, we report the anisochrony of the fluorine atoms of a CHF2 group when linked to a pyrazole ring. The pyrazole is part of (4S, 7R)-7, 8, 8-trimethyl-4, 5, 6, 7-tetrahydro-4, 7 -methano-2H-indazole also known as (4S, 7R)-campho[2, 3-c]pyrazole, which has two stereogenic centers. Gauge-Independent Atomic Orbital (GIAO)/Becke, 3-parameter, Lee-Yang-Parr (B3LYP)/6-311++G(d, f) calculated F chemical shifts of the minimum energy conformations satisfactorily agree with the experimental data. The energy differences between minima need to consider solvent effects (continuum model) to be satisfactorily reproduced. |
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