Atom-efficient arylation of N-tosylimines mediated by cooperative ZnAr2/Zn(C6F5)2 combinations

Borys, Andryj M.; Kunzmann, Tim; Gil Negrete, Jose M.; Hevia, Eva (2023). Atom-efficient arylation of N-tosylimines mediated by cooperative ZnAr2/Zn(C6F5)2 combinations. Chemical communications, 59(49), pp. 7583-7586. Royal Society of Chemistry 10.1039/D3CC01490H

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By combining the Lewis acid Zn(C6F5)2 with nucleophilic diarylzinc (ZnAr2) reagents, we report the atom-efficient arylation of N-tosylimines under mild conditions. Mechanistic studies through the isolation of key intermediates reveal how the two zinc species act cooperatively to activate the imine substrate and regenerate the ZnAr2 reagent, enabling a limiting 50 mol% to be employed.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Borys-Smith, Andryj Machaelo, Kunzmann, Tim Manuel, Gil Negrete Martin, Josep Maria, Hevia Freire, Eva

Subjects:

500 Science > 540 Chemistry

ISSN:

1359-7345

Publisher:

Royal Society of Chemistry

Language:

English

Submitter:

Franziska Bornhauser-Rufer

Date Deposited:

18 Jan 2024 09:55

Last Modified:

18 Jan 2024 10:56

Publisher DOI:

10.1039/D3CC01490H

BORIS DOI:

10.48350/191735

URI:

https://boris.unibe.ch/id/eprint/191735

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