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(2-Fluoroallyl)palladium Complexes as Intermediates in Pd-Catalyzed Tsuji-Trost 2-Fluoroallylations: Synthesis and Reactivity

10 April 2020, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The first examples of (2-fluoroallyl)palladium complexes were synthesized, isolated and characterized including chloride dimers, neutral chloride and ionic triflate complexes bearing PPh3 or SPhos as the ligands. Preliminary reactivity patterns indicating strong dependence of the chemoselectivity on "hardness" of the nucleophile and the ligand type were studied.

Keywords

2-fluoroallylation
palladium complexes
Tsuji-Trost allylation
fluoroalkenes

Supplementary materials

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Now Published

(2-Fluoroallyl)palladium complexes as intermediates in Pd-catalyzed Tsuji-Trost 2-fluoroallylations: Synthesis and reactivity [opens in a new tab]
Angelina Yu. Bobrova, Maxim A. Novikov, Igor A. Mezentsev, Yury V. Tomilov journal article
Journal of Fluorine Chemistry , Volume 236
Print publication date: Aug, 2020

Version History

Apr 10, 2020 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv.12107010.v1
D O I: 10.26434/chemrxiv.12107010.v1 [opens in a new tab]

Funding

Russian Science Foundation
19-73-00320
(Fluoroallyl)pyridinium tetrafluoroborates: a novel type of building blocks for palladium-catalyzed fluoroallylation in the synthesis fluoroalkene-based biologically active compounds and peptidomimetics
https://app.dimensions.ai/details/grant/grant.8659018 [opens in a new tab]

Author’s competing interest statement

No conflicts of interest

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