Synthesis and reactivity of tricarbonyl(1-methoxycarbonyl-5-phenylpentadienyl)iron(1+) cation

Authors

Subhabrata Chaudhury, Marquette University
William Donaldson, Marquette UniversityFollow
Dennis W. Bennett, University of Wisconsin - MilwaukeeFollow
Daniel T. Haworth, Marquette UniversityFollow
Tasneem Siddiquee, University of Wisconsin - MilwaukeeFollow
Jennifer M. Kloss, University of Wisconsin - Milwaukee

Document Type

Article

Publication Date

5-2004

Source Publication

Journal of Organometallic Chemistry

Abstract

Tricarbonyl(1-methoxycarbonyl-5-phenylpentadienyl)iron(1+) hexafluorophosphate (7) was prepared in two steps from tricarbonyl(methyl 6-oxo-2,4-hexadienoate)iron. While addition of carbon and heteroatom nucleophiles to 7 generally occurs at the phenyl-substituted dienyl carbon to afford (2,4-dienoate)iron products, the addition of phthalimide proceeded at C2 to afford a (pentenediyl)iron product (18). Complex 18 was structurally characterized by X-ray diffraction analysis.

The reaction of the title cation with carbon and heteroatom nucleophiles was examined. In general, the products arise from nucleophilic attack at C5 to give E,E- or E,Z-dienoate iron complexes. Addition of phthalimide anion proceeds at C2 of the cation to afford a (pentenediyl)iron complex, whose structure was confirmed by X-ray diffraction analysis.

Comments

Published version. Journal of Organometallic Chemistry, Vol. 689, No. 9 (May, 2004): 1437-1443. Permalink. © 2004 Elsevier. Used with permission.

Recommended Citation

Chaudhury, Subhabrata; Donaldson, William; Bennett, Dennis W.; Haworth, Daniel T.; Siddiquee, Tasneem; and Kloss, Jennifer M., "Synthesis and reactivity of tricarbonyl(1-methoxycarbonyl-5-phenylpentadienyl)iron(1+) cation" (2004). Chemistry Faculty Research and Publications. 60.
https://epublications.marquette.edu/chem_fac/60