New rhenium(I) compounds containing the donor-acceptor diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd): Electrochemical behavior, MO properties, and X-ray diffraction structure of fac-BrRe(CO)3(fpbpcd)

Bhaskar Poola; Xiaoping Wang; Michael G. Richmond

doi:10.1016/j.poly.2009.05.049

New rhenium(I) compounds containing the donor-acceptor diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd): Electrochemical behavior, MO properties, and X-ray diffraction structure of fac-BrRe(CO)₃(fpbpcd)

Bhaskar Poola, Xiaoping Wang, Michael G. Richmond

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

Displacement of the labile THF molecules in BrRe(CO)₃(THF)₂ (1) by the diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd) yields the mononuclear compounds fac-BrRe(CO)₃(fbpcd) (2) and fac-BrRe(CO)₃(fpbpcd) (3), respectively. The new ligand fpbpcd ligand has been synthesized from 3-ferrocenylpropynal and the parent diphosphine ligand 4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (bpcd) through a Knoevenagel condensation. 2 and 3 have been isolated and fully characterized by IR and NMR spectroscopies (¹H and ³¹P), ESI mass spectrometry, and X-ray diffraction analysis in the case of 3. The electrochemical properties of compounds 2 and 3 have been examined by cyclic voltammetry, and the nature of the HOMO and LUMO levels in these systems has been confirmed by MO calculations at the extended Hückel level. The redox and MO data are discussed relative to the redox and orbital properties of related functionalized diphosphines based on the bpcd platform.

Original language	English
Pages (from-to)	2619-2624
Number of pages	6
Journal	Polyhedron
Volume	28
Issue number	13
DOIs	https://doi.org/10.1016/j.poly.2009.05.049
State	Published - Sep 2 2009
Externally published	Yes

Funding

Continued financial support from the Robert A. Welch Foundation (Grant B-1093) is greatly appreciated. Prof. Andreas H. Franz (UP) and Ms. Nicole Ledbetter (UNT) are thanked for their expertise and help in recording the mass spectra for compounds 2 and 3 .

Funders	Funder number
Welch Foundation	B-1093

Keywords

Crystal structure
Diphosphine ligands
MO calculations
Redox chemistry
Rhenium(I) compounds

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10.1016/j.poly.2009.05.049

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Poola, B., Wang, X., & Richmond, M. G. (2009). New rhenium(I) compounds containing the donor-acceptor diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd): Electrochemical behavior, MO properties, and X-ray diffraction structure of fac-BrRe(CO)₃(fpbpcd). Polyhedron, 28(13), 2619-2624. https://doi.org/10.1016/j.poly.2009.05.049

Poola, Bhaskar ; Wang, Xiaoping ; Richmond, Michael G. / New rhenium(I) compounds containing the donor-acceptor diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd) : Electrochemical behavior, MO properties, and X-ray diffraction structure of fac-BrRe(CO)₃(fpbpcd). In: Polyhedron. 2009 ; Vol. 28, No. 13. pp. 2619-2624.

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title = "New rhenium(I) compounds containing the donor-acceptor diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd): Electrochemical behavior, MO properties, and X-ray diffraction structure of fac-BrRe(CO)3(fpbpcd)",

abstract = "Displacement of the labile THF molecules in BrRe(CO)3(THF)2 (1) by the diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd) yields the mononuclear compounds fac-BrRe(CO)3(fbpcd) (2) and fac-BrRe(CO)3(fpbpcd) (3), respectively. The new ligand fpbpcd ligand has been synthesized from 3-ferrocenylpropynal and the parent diphosphine ligand 4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (bpcd) through a Knoevenagel condensation. 2 and 3 have been isolated and fully characterized by IR and NMR spectroscopies (1H and 31P), ESI mass spectrometry, and X-ray diffraction analysis in the case of 3. The electrochemical properties of compounds 2 and 3 have been examined by cyclic voltammetry, and the nature of the HOMO and LUMO levels in these systems has been confirmed by MO calculations at the extended H{\"u}ckel level. The redox and MO data are discussed relative to the redox and orbital properties of related functionalized diphosphines based on the bpcd platform.",

keywords = "Crystal structure, Diphosphine ligands, MO calculations, Redox chemistry, Rhenium(I) compounds",

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Poola, B, Wang, X & Richmond, MG 2009, 'New rhenium(I) compounds containing the donor-acceptor diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd): Electrochemical behavior, MO properties, and X-ray diffraction structure of fac-BrRe(CO)₃(fpbpcd)', Polyhedron, vol. 28, no. 13, pp. 2619-2624. https://doi.org/10.1016/j.poly.2009.05.049

New rhenium(I) compounds containing the donor-acceptor diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd): Electrochemical behavior, MO properties, and X-ray diffraction structure of fac-BrRe(CO)₃(fpbpcd). / Poola, Bhaskar; Wang, Xiaoping; Richmond, Michael G.
In: Polyhedron, Vol. 28, No. 13, 02.09.2009, p. 2619-2624.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - New rhenium(I) compounds containing the donor-acceptor diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd)

T2 - Electrochemical behavior, MO properties, and X-ray diffraction structure of fac-BrRe(CO)3(fpbpcd)

AU - Poola, Bhaskar

AU - Wang, Xiaoping

AU - Richmond, Michael G.

PY - 2009/9/2

Y1 - 2009/9/2

N2 - Displacement of the labile THF molecules in BrRe(CO)3(THF)2 (1) by the diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd) yields the mononuclear compounds fac-BrRe(CO)3(fbpcd) (2) and fac-BrRe(CO)3(fpbpcd) (3), respectively. The new ligand fpbpcd ligand has been synthesized from 3-ferrocenylpropynal and the parent diphosphine ligand 4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (bpcd) through a Knoevenagel condensation. 2 and 3 have been isolated and fully characterized by IR and NMR spectroscopies (1H and 31P), ESI mass spectrometry, and X-ray diffraction analysis in the case of 3. The electrochemical properties of compounds 2 and 3 have been examined by cyclic voltammetry, and the nature of the HOMO and LUMO levels in these systems has been confirmed by MO calculations at the extended Hückel level. The redox and MO data are discussed relative to the redox and orbital properties of related functionalized diphosphines based on the bpcd platform.

AB - Displacement of the labile THF molecules in BrRe(CO)3(THF)2 (1) by the diphosphine ligands 2-(ferrocenylidene)-4,5-bis(diphenylphosphino)4-cyclopenten-1,3-dione (fbpcd) and 2-(3-ferrocenylprop-2-ynylidene)-4,5-bis(diphenylphosphino)4-cyclopenten- 1,3-dione (fpbpcd) yields the mononuclear compounds fac-BrRe(CO)3(fbpcd) (2) and fac-BrRe(CO)3(fpbpcd) (3), respectively. The new ligand fpbpcd ligand has been synthesized from 3-ferrocenylpropynal and the parent diphosphine ligand 4,5-bis(diphenylphosphino)-4-cyclopenten-1,3-dione (bpcd) through a Knoevenagel condensation. 2 and 3 have been isolated and fully characterized by IR and NMR spectroscopies (1H and 31P), ESI mass spectrometry, and X-ray diffraction analysis in the case of 3. The electrochemical properties of compounds 2 and 3 have been examined by cyclic voltammetry, and the nature of the HOMO and LUMO levels in these systems has been confirmed by MO calculations at the extended Hückel level. The redox and MO data are discussed relative to the redox and orbital properties of related functionalized diphosphines based on the bpcd platform.

KW - Crystal structure

KW - Diphosphine ligands

KW - MO calculations

KW - Redox chemistry

KW - Rhenium(I) compounds

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DO - 10.1016/j.poly.2009.05.049

M3 - Article

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EP - 2624

JO - Polyhedron

JF - Polyhedron

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