A platinum-cyclobutene complex: preparation and structure of bis(triphenylphosphine)-(1,2-dicyanocyclobutene)platinum(0)

Robert B. Osborne; Huntley C. Lewis; James A. Ibers

doi:10.1016/S0022-328X(00)89181-0

A platinum-cyclobutene complex: preparation and structure of bis(triphenylphosphine)-(1,2-dicyanocyclobutene)platinum(0)

Robert B. Osborne^*, Huntley C. Lewis, James A. Ibers

^*Corresponding author for this work

Chemistry

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

12 Scopus citations

Abstract

The reaction of Pt(C₂H₄)(PPh₃)₂ with 1,2-dicyanocyclobutene affords the new complex bis(triphenylphosphine)(1,2-dicyanocyclobutene)platinum(0), Pt((NC) CC(CN)CH₂CH₂)(PPh₃)₂. The complex has been characterized spectroscopically and by means of a low-temperature X-ray diffraction study. The ³¹P NMR spectrum displays a singlet at 24.34 ppm downfield from external 85% H₃PO₄ with ¹⁹⁵Pt satellites (¹J(¹⁹⁵Pt³¹P) 3561 Hz), consistent with the equivalence of the two PPh₃ groups in the complex. The material crystallizes in space group {A figure is presented} P2₁/n of the monoclinic system with four formula units in a cell at -150°C of a 14.525(3), b 11.981(3),c 19.721(6) Å, β 98.22(1)°. Based on a total of 14108 observations and 173 variables the structure has been refined to values of R and R_w on F_o² of 0.044 and 0.073, respectively. The cyclobutene is attached to the P₂Pt moiety through interaction with the double bond. The resultant P₂PtC₂ portion of the molecule is essentially planar. The PtP distances are 2.284(1) and 2.301(1) Å and the PtC distances are 2.091(3) and 2.077(3) Å. The 1,2-dicyanocyclobutene portion of the complex is essentially planar, with the angle between this plane and that of the P₂PtC₂ plane being 62.6°. The single bonds within the ring have lengths of 1.542(4), 1.546(5), and 1.541(5) Å, while the former double bond has on coordination lengthened to a value of 1.504(4) Å.

Original language	English (US)
Pages (from-to)	125-135
Number of pages	11
Journal	Journal of Organometallic Chemistry
Volume	208
Issue number	1
DOIs	https://doi.org/10.1016/S0022-328X(00)89181-0
State	Published - Mar 17 1981

Funding

HCL is grateful to the National Science Foundation for a Science Faculty Professional Development Award and to the University of Wisconsin Center System for a sabbatical leave. This work was supported by the National Science Foundation (CHE76-10335). We thank Johnson IMatthey, Inc., Malvem, Pennsylvania for the loan of Pt metal.

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/S0022-328X(00)89181-0

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@article{7ed1e30f50bf4f95aaaa9aa845926113,

title = "A platinum-cyclobutene complex: preparation and structure of bis(triphenylphosphine)-(1,2-dicyanocyclobutene)platinum(0)",

abstract = "The reaction of Pt(C2H4)(PPh3)2 with 1,2-dicyanocyclobutene affords the new complex bis(triphenylphosphine)(1,2-dicyanocyclobutene)platinum(0), Pt((NC) CC(CN)CH2CH2)(PPh3)2. The complex has been characterized spectroscopically and by means of a low-temperature X-ray diffraction study. The 31P NMR spectrum displays a singlet at 24.34 ppm downfield from external 85\% H3PO4 with 195Pt satellites (1J(195Pt31P) 3561 Hz), consistent with the equivalence of the two PPh3 groups in the complex. The material crystallizes in space group \{A figure is presented\} P21/n of the monoclinic system with four formula units in a cell at -150°C of a 14.525(3), b 11.981(3),c 19.721(6) {\AA}, β 98.22(1)°. Based on a total of 14108 observations and 173 variables the structure has been refined to values of R and Rw on Fo2 of 0.044 and 0.073, respectively. The cyclobutene is attached to the P2Pt moiety through interaction with the double bond. The resultant P2PtC2 portion of the molecule is essentially planar. The PtP distances are 2.284(1) and 2.301(1) {\AA} and the PtC distances are 2.091(3) and 2.077(3) {\AA}. The 1,2-dicyanocyclobutene portion of the complex is essentially planar, with the angle between this plane and that of the P2PtC2 plane being 62.6°. The single bonds within the ring have lengths of 1.542(4), 1.546(5), and 1.541(5) {\AA}, while the former double bond has on coordination lengthened to a value of 1.504(4) {\AA}.",

author = "Osborne, \{Robert B.\} and Lewis, \{Huntley C.\} and Ibers, \{James A.\}",

note = "Funding Information: HCL is grateful to the National Science Foundation for a Science Faculty Professional Development Award and to the University of Wisconsin Center System for a sabbatical leave. This work was supported by the National Science Foundation (CHE76-10335). We thank Johnson IMatthey, Inc., Malvem, Pennsylvania for the loan of Pt metal.",

year = "1981",

month = mar,

day = "17",

doi = "10.1016/S0022-328X(00)89181-0",

language = "English (US)",

volume = "208",

pages = "125--135",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

number = "1",

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T1 - A platinum-cyclobutene complex

T2 - preparation and structure of bis(triphenylphosphine)-(1,2-dicyanocyclobutene)platinum(0)

AU - Osborne, Robert B.

AU - Lewis, Huntley C.

AU - Ibers, James A.

N1 - Funding Information: HCL is grateful to the National Science Foundation for a Science Faculty Professional Development Award and to the University of Wisconsin Center System for a sabbatical leave. This work was supported by the National Science Foundation (CHE76-10335). We thank Johnson IMatthey, Inc., Malvem, Pennsylvania for the loan of Pt metal.

PY - 1981/3/17

Y1 - 1981/3/17

N2 - The reaction of Pt(C2H4)(PPh3)2 with 1,2-dicyanocyclobutene affords the new complex bis(triphenylphosphine)(1,2-dicyanocyclobutene)platinum(0), Pt((NC) CC(CN)CH2CH2)(PPh3)2. The complex has been characterized spectroscopically and by means of a low-temperature X-ray diffraction study. The 31P NMR spectrum displays a singlet at 24.34 ppm downfield from external 85% H3PO4 with 195Pt satellites (1J(195Pt31P) 3561 Hz), consistent with the equivalence of the two PPh3 groups in the complex. The material crystallizes in space group {A figure is presented} P21/n of the monoclinic system with four formula units in a cell at -150°C of a 14.525(3), b 11.981(3),c 19.721(6) Å, β 98.22(1)°. Based on a total of 14108 observations and 173 variables the structure has been refined to values of R and Rw on Fo2 of 0.044 and 0.073, respectively. The cyclobutene is attached to the P2Pt moiety through interaction with the double bond. The resultant P2PtC2 portion of the molecule is essentially planar. The PtP distances are 2.284(1) and 2.301(1) Å and the PtC distances are 2.091(3) and 2.077(3) Å. The 1,2-dicyanocyclobutene portion of the complex is essentially planar, with the angle between this plane and that of the P2PtC2 plane being 62.6°. The single bonds within the ring have lengths of 1.542(4), 1.546(5), and 1.541(5) Å, while the former double bond has on coordination lengthened to a value of 1.504(4) Å.

AB - The reaction of Pt(C2H4)(PPh3)2 with 1,2-dicyanocyclobutene affords the new complex bis(triphenylphosphine)(1,2-dicyanocyclobutene)platinum(0), Pt((NC) CC(CN)CH2CH2)(PPh3)2. The complex has been characterized spectroscopically and by means of a low-temperature X-ray diffraction study. The 31P NMR spectrum displays a singlet at 24.34 ppm downfield from external 85% H3PO4 with 195Pt satellites (1J(195Pt31P) 3561 Hz), consistent with the equivalence of the two PPh3 groups in the complex. The material crystallizes in space group {A figure is presented} P21/n of the monoclinic system with four formula units in a cell at -150°C of a 14.525(3), b 11.981(3),c 19.721(6) Å, β 98.22(1)°. Based on a total of 14108 observations and 173 variables the structure has been refined to values of R and Rw on Fo2 of 0.044 and 0.073, respectively. The cyclobutene is attached to the P2Pt moiety through interaction with the double bond. The resultant P2PtC2 portion of the molecule is essentially planar. The PtP distances are 2.284(1) and 2.301(1) Å and the PtC distances are 2.091(3) and 2.077(3) Å. The 1,2-dicyanocyclobutene portion of the complex is essentially planar, with the angle between this plane and that of the P2PtC2 plane being 62.6°. The single bonds within the ring have lengths of 1.542(4), 1.546(5), and 1.541(5) Å, while the former double bond has on coordination lengthened to a value of 1.504(4) Å.

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A platinum-cyclobutene complex: preparation and structure of bis(triphenylphosphine)-(1,2-dicyanocyclobutene)platinum(0)

Abstract

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