Parameterization of phosphine ligands reveals mechanistic pathways and predicts reaction outcomes.

Niemeyer, Zachary L; Milo, Anat; Hickey, David P; Sigman, Matthew S

Niemeyer, Zachary L; Milo, Anat; Hickey, David P; Sigman, Matthew S.

Afiliación

Niemeyer ZL; Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, USA.
Milo A; Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, USA.
Hickey DP; Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva 84105, Israel.
Sigman MS; Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, USA.

Nat Chem ; 8(6): 610-7, 2016 06.

Article en En | MEDLINE | ID: mdl-27219707

RESUMEN

The mechanistic foundation behind the identity of a phosphine ligand that best promotes a desired reaction outcome is often non-intuitive, and thus has been addressed in numerous experimental and theoretical studies. In this work, multivariate correlations of reaction outcomes using 38 different phosphine ligands were combined with classic potentiometric analyses to study a Suzuki reaction, for which the site selectivity of oxidative addition is highly dependent on the nature of the phosphine. These studies shed light on the generality of hypotheses regarding the structural influence of different classes of phosphine ligands on the reaction mechanism(s), and deliver a methodology that should prove useful in future studies of phosphine ligands.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Tipo de estudio: Prognostic_studies / Risk_factors_studies Idioma: En Revista: Nat Chem Asunto de la revista: QUIMICA Año: 2016 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Reino Unido

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