Hexafluorobenzene: A powerful solvent for a noncovalent stereoselective organocatalytic Michael addition reaction

Alessandra Lattanzi; Claudia De Fusco; Alessio Russo; Albert Poater; Luigi Cavallo

doi:10.1039/c2cc17488j

Hexafluorobenzene: A powerful solvent for a noncovalent stereoselective organocatalytic Michael addition reaction

Alessandra Lattanzi, Claudia De Fusco, Alessio Russo, Albert Poater, Luigi Cavallo

Research output: Contribution to journal › Article › peer-review

56 Scopus citations

Abstract

A dramatic enhancement of the diastereo- and enantioselectivity in the nitro-Michael addition reaction organocatalysed by a commercially available α,α-l-diaryl prolinol was disclosed when performing the reaction in unconventional hexafluorobenzene as a medium. DFT calculations were performed to clarify the origin of stereoselectivity and the role of C 6F 6. © The Royal Society of Chemistry 2012.

Original language	English (US)
Pages (from-to)	1650-1652
Number of pages	3
Journal	Chem. Commun.
Volume	48
Issue number	11
DOIs	https://doi.org/10.1039/c2cc17488j
State	Published - 2012

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: We thank MIUR for financial support and the Spanish MICINN for a Ramon y Cajal contract (RYC-2009-04170).

ASJC Scopus subject areas

Materials Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Ceramics and Composites
General Chemistry
Catalysis
Electronic, Optical and Magnetic Materials

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abstract = "A dramatic enhancement of the diastereo- and enantioselectivity in the nitro-Michael addition reaction organocatalysed by a commercially available α,α-l-diaryl prolinol was disclosed when performing the reaction in unconventional hexafluorobenzene as a medium. DFT calculations were performed to clarify the origin of stereoselectivity and the role of C 6F 6. {\textcopyright} The Royal Society of Chemistry 2012.",

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T1 - Hexafluorobenzene: A powerful solvent for a noncovalent stereoselective organocatalytic Michael addition reaction

AU - Lattanzi, Alessandra

AU - De Fusco, Claudia

AU - Russo, Alessio

AU - Poater, Albert

AU - Cavallo, Luigi

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: We thank MIUR for financial support and the Spanish MICINN for a Ramon y Cajal contract (RYC-2009-04170).

PY - 2012

Y1 - 2012

N2 - A dramatic enhancement of the diastereo- and enantioselectivity in the nitro-Michael addition reaction organocatalysed by a commercially available α,α-l-diaryl prolinol was disclosed when performing the reaction in unconventional hexafluorobenzene as a medium. DFT calculations were performed to clarify the origin of stereoselectivity and the role of C 6F 6. © The Royal Society of Chemistry 2012.

AB - A dramatic enhancement of the diastereo- and enantioselectivity in the nitro-Michael addition reaction organocatalysed by a commercially available α,α-l-diaryl prolinol was disclosed when performing the reaction in unconventional hexafluorobenzene as a medium. DFT calculations were performed to clarify the origin of stereoselectivity and the role of C 6F 6. © The Royal Society of Chemistry 2012.

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JF - Chem. Commun.

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ER -

Hexafluorobenzene: A powerful solvent for a noncovalent stereoselective organocatalytic Michael addition reaction

Abstract

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ASJC Scopus subject areas

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