DOI: 10.1021/ja801466t. Preparation, Structure, and Reactivity of Nonstabilized Organoiron Compounds. Implications for Iron-Catalyzed Cross Coupling Reactions

Preparation, Structure, and Reactivity of Nonstabilized Organoiron Compounds. Implications for Iron-Catalyzed Cross Coupling Reactions

10.1021/ja801466t

Crossref journal-article

American Chemical Society (ACS)

Journal of the American Chemical Society (316)

Bibliography

FÃ¼rstner, A., Martin, R., Krause, H., Seidel, G., Goddard, R., & Lehmann, C. W. (2008). Preparation, Structure, and Reactivity of Nonstabilized Organoiron Compounds. Implications for Iron-Catalyzed Cross Coupling Reactions. Journal of the American Chemical Society, 130(27), 8773â8787.

Authors 6

Alois Fürstner (first)
Rubén Martin (additional)
Helga Krause (additional)
Günter Seidel (additional)
Richard Goddard (additional)
Christian W. Lehmann (additional)

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Note that the reaction of a Jonas-type lithium ferrate complex with an organic halideformallyconstitutes a σ-bond metathesis and not a conventional oxidative insertion.
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Related disproportionation reactions were also suggested by Hayashi to participate in iron-catalyzed C−C bond formations; cf. ref 19b.
Because of the volatility of hexadiene, its presence could only be confirmed by GC/MS.
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According to GC/MS, these byproducts show mass peaks ofm/z= 134, 136, and 212, which formally correspond to [Cp*-2], [Cp*], and [Cp*+Ph], respectively. The structures of these compounds have not been analyzed any further.
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Attempted reaction of methyl 4-bromocrotonate with PhLi in the presence of catalytic amounts of complex8affords bromobenzene as the major product.

Dates

Type	When
Created	17 years, 2 months ago (June 14, 2008, 3:01 a.m.)
Deposited	2 years, 6 months ago (March 5, 2023, 6:17 p.m.)
Indexed	1 week, 6 days ago (Aug. 23, 2025, 1:04 a.m.)
Issued	17 years, 2 months ago (June 14, 2008)
Published	17 years, 2 months ago (June 14, 2008)
Published Online	17 years, 2 months ago (June 14, 2008)
Published Print	17 years, 2 months ago (July 1, 2008)

Funders 0

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BibTeX

@article{F_rstner_2008, title={Preparation, Structure, and Reactivity of Nonstabilized Organoiron Compounds. Implications for Iron-Catalyzed Cross Coupling Reactions}, volume={130}, ISSN={1520-5126}, url={http://dx.doi.org/10.1021/ja801466t}, DOI={10.1021/ja801466t}, number={27}, journal={Journal of the American Chemical Society}, publisher={American Chemical Society (ACS)}, author={Fürstner, Alois and Martin, Rubén and Krause, Helga and Seidel, Günter and Goddard, Richard and Lehmann, Christian W.}, year={2008}, month=jun, pages={8773–8787} }

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      "unstructured": "Because of the volatility of hexadiene, its presence could only be confirmed by GC/MS."
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      "unstructured": "According to GC/MS, these byproducts show mass peaks ofm/z= 134, 136, and 212, which formally correspond to [Cp*-2], [Cp*], and [Cp*+Ph], respectively. The structures of these compounds have not been analyzed any further."
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    }
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