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Assessment of the Organocatalytic Activity of Chiral L-Proline-Based Deep Eutectic Solvents Based on their Structural Features

preprint
submitted on 01.06.2020, 09:13 and posted on 02.06.2020, 11:11 by Matteo Tiecco, Diego Alonso, Diego Ros Ñíguez, Gianluca Ciancaleoni, Gabriela Guillena, Diego J. Ramón, Alberto Apio Bonillo, Raimondo Germani

In this paper L-Proline-based Chiral Deep Eutectic Solvents (CDESs) were prepared and used as green and organocatalytic reaction media in a probe asymmetric Michael addition; in this reaction the L-Proline acts as solvent component as well as chiral organocatalyst. The results were analysed with NMR studies taking in account the availability of the L-Proline considering the strength of the association of it with the counterpart of the liquids. With DFT studies, the geometry and energy of the adducts are showed and a qualitative rationale to the reaction stereoisomers distribution is given.

Funding

none

History

Email Address of Submitting Author

matteotiecco@gmail.com

Institution

University of Perugia

Country

Italy

ORCID For Submitting Author

0000-0002-1867-421X

Declaration of Conflict of Interest

no conflict of interest

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