Publication: Insertion Reactions of Isocyanides into the Metal-C(sp3) Bonds of Ylide Complexes
Authors
Chicote Olalla, María Teresa ; Saura-Llamas, Isabel ; García-Yuste, María Francisca ; Bautista, Delia ; Vicente, José
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Publisher
Elsevier
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DOI
10.1016/j.jorganchem.2019.05.006
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info:eu-repo/semantics/article
Description
© 2021. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
This document is the Accepted Manuscript version of a Published Work that appeared in final form in the Journal of Organometallic Chemistry. To access the final edited and published work see https://doi.org/10.1016/j.jorganchem.2019.05.006
This document is the Accepted Manuscript version of a Published Work that appeared in final form in the Journal of Organometallic Chemistry. To access the final edited and published work see https://doi.org/10.1016/j.jorganchem.2019.05.006
Abstract
The synthesis of the previously reported complexes [Pd(C,C-CHCO2R)2PPh2}(mu-Cl)]2 (R = Me (1), Et (2)) has been considerably improved by reacting the phosphonium salts [Ph2P(CH2CO2R)2]Cl with Pd(OAc)2. Complexes 1 and 2 react with isocyanides R'NC (R' = C6H4Me2-2,6 (Xy), C6H4I-2 and tBu) to give complexes of the type [Pd{C,C-{C(CO2R)=C(NHR')}(CHCO2R)PPh2}Cl(CNR')], resulting from the insertion of the unsaturated molecule in one of their Pd-C bonds and the hydrogen transfer from the methine CH to the iminobenzoyl nitrogen. These are the first insertion reactions observed in the Pd-C bond of a P-ylide complex. The crystal structure of the complex [Pd{C,C-{C(CO2Me)=C(NHXy)}(CHCO2Me)PPh2}Cl(CNXy)] (3) is reported.
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Citation
J. Organomet. Chem. 2019, 894, 61-66.
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