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Expanding the boundaries of asymmetric squaramide organocatalysis: Henry reactions driven by anion-π interactions

AuthorsAlegre-Requena, Juan V. ; Marqués-López, Eugenia ; Herrera, Raquel P.
Issue Date2016
CitationXIII Simposio de Investigadores Jóvenes RSEQ Sigma-Aldrich (2016)
AbstractIn our search for more efficient organocatalysts, we focus on designing molecules that are able to interact with substrates through non-covalent interactions that are not usually considered in organocatalysis. The trifunctional catalyst represented in the figure, which contains different functional groups capable of forming π-interactions with the substrates, was used in the Henry reaction. The mechanistic studies suggest the formation of different types of π-interactions, such as π-anion and π-hydrogen interactions, which promote reactions that are faster and more selective when compared to those performed with catalysts that only form hydrogen bonds with the substrates. Notably, this study was the second example in which π-anion interactions have been reported in asymmetric organocatalysis, opening new possibilities in this challenging field. Herein, we will present experimental results as well as theoretical calculations that support our hypothesis.
DescriptionResumen del trabajo presentado al XIII Simposio de Investigadores Jóvenes de la Real Sociedad Española de Química Sigma-Aldrich, celebrado en Logroño del 8 al 11 de noviembre de 2016.
Appears in Collections:(ISQCH) Comunicaciones congresos
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