Intermediates and catalytic hydrostannylation. Characterization of a rare complex Pt(IPr)[η2-E-(SnBut3)(H)C[dbnd]C(SiMe3)(H)]

Anjaneyulu Koppaka; Mohan M. Gamage; Burjor Captain

doi:10.1016/j.jorganchem.2017.03.024

Intermediates and catalytic hydrostannylation. Characterization of a rare complex Pt(IPr)[η²-E-(SnBu^t₃)(H)C[dbnd]C(SiMe₃)(H)]

Anjaneyulu Koppaka, Mohan M. Gamage, Burjor Captain

Chemistry

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

2 Scopus citations

Abstract

The complex Pt(IPr)(SnBu^t₃)(H), 1 [IPr=N-heterocylic carbene ligand N,N’-bis-(2,6-(diisopropyl)phenyl)imidazol-2-ylidene] reacts with trimethylsilylacetylene to yield the C-H activation product Pt(IPr)(SnBu^t₃)(κ¹-C≡CSiMe₃)(H)₂, 2. Complex 2 isomerizes to form the unique complex Pt(IPr)[η²-E-(SnBu^t₃)(H)C=C(SiMe₃)(H)], 3. This demonstrates that in addition to functioning as a bulky ligand the SnBu^t₃ group can also be actively involved in catalysis. Compound 1 catalyzes the reaction of trimethylsilylacetylene and tri-t-butylstannane at room temperature to afford the selective hydrostannylated product E-(SnBu^t₃)(H)C=C(SiMe₃)(H), 4. Structures of all compounds have been determined by single crystal x-ray diffraction analyses.

Original language	English (US)
Pages (from-to)	233-236
Number of pages	4
Journal	Journal of Organometallic Chemistry
Volume	849-850
DOIs	https://doi.org/10.1016/j.jorganchem.2017.03.024
State	Published - Nov 1 2017

Keywords

Bulky ligands
Hydrostannylation
N heterocyclic carbene, tin, unsaturation, platinum

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.jorganchem.2017.03.024

Cite this

@article{b5397d3846e2426d9eb42b11aa995d22,

title = "Intermediates and catalytic hydrostannylation. Characterization of a rare complex Pt(IPr)[η2-E-(SnBut3)(H)C[dbnd]C(SiMe3)(H)]",

abstract = "The complex Pt(IPr)(SnBut3)(H), 1 [IPr=N-heterocylic carbene ligand N,N{\textquoteright}-bis-(2,6-(diisopropyl)phenyl)imidazol-2-ylidene] reacts with trimethylsilylacetylene to yield the C-H activation product Pt(IPr)(SnBut3)(κ1-C≡CSiMe3)(H)2, 2. Complex 2 isomerizes to form the unique complex Pt(IPr)[η2-E-(SnBut3)(H)C=C(SiMe3)(H)], 3. This demonstrates that in addition to functioning as a bulky ligand the SnBut3 group can also be actively involved in catalysis. Compound 1 catalyzes the reaction of trimethylsilylacetylene and tri-t-butylstannane at room temperature to afford the selective hydrostannylated product E-(SnBut3)(H)C=C(SiMe3)(H), 4. Structures of all compounds have been determined by single crystal x-ray diffraction analyses.",

keywords = "Bulky ligands, Hydrostannylation, N heterocyclic carbene, tin, unsaturation, platinum",

author = "Anjaneyulu Koppaka and Gamage, {Mohan M.} and Burjor Captain",

note = "Funding Information: This material is based upon work supported by the National Science Foundation under Grant No. CHE-1300206 . Funding Information: This material is based upon work supported by the National Science Foundation under Grant No. CHE-1300206. Publisher Copyright: {\textcopyright} 2017 Elsevier B.V.",

year = "2017",

month = nov,

day = "1",

doi = "10.1016/j.jorganchem.2017.03.024",

language = "English (US)",

volume = "849-850",

pages = "233--236",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

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T1 - Intermediates and catalytic hydrostannylation. Characterization of a rare complex Pt(IPr)[η2-E-(SnBut3)(H)C[dbnd]C(SiMe3)(H)]

AU - Koppaka, Anjaneyulu

AU - Gamage, Mohan M.

AU - Captain, Burjor

N1 - Funding Information: This material is based upon work supported by the National Science Foundation under Grant No. CHE-1300206 . Funding Information: This material is based upon work supported by the National Science Foundation under Grant No. CHE-1300206. Publisher Copyright: © 2017 Elsevier B.V.

PY - 2017/11/1

Y1 - 2017/11/1

N2 - The complex Pt(IPr)(SnBut3)(H), 1 [IPr=N-heterocylic carbene ligand N,N’-bis-(2,6-(diisopropyl)phenyl)imidazol-2-ylidene] reacts with trimethylsilylacetylene to yield the C-H activation product Pt(IPr)(SnBut3)(κ1-C≡CSiMe3)(H)2, 2. Complex 2 isomerizes to form the unique complex Pt(IPr)[η2-E-(SnBut3)(H)C=C(SiMe3)(H)], 3. This demonstrates that in addition to functioning as a bulky ligand the SnBut3 group can also be actively involved in catalysis. Compound 1 catalyzes the reaction of trimethylsilylacetylene and tri-t-butylstannane at room temperature to afford the selective hydrostannylated product E-(SnBut3)(H)C=C(SiMe3)(H), 4. Structures of all compounds have been determined by single crystal x-ray diffraction analyses.

AB - The complex Pt(IPr)(SnBut3)(H), 1 [IPr=N-heterocylic carbene ligand N,N’-bis-(2,6-(diisopropyl)phenyl)imidazol-2-ylidene] reacts with trimethylsilylacetylene to yield the C-H activation product Pt(IPr)(SnBut3)(κ1-C≡CSiMe3)(H)2, 2. Complex 2 isomerizes to form the unique complex Pt(IPr)[η2-E-(SnBut3)(H)C=C(SiMe3)(H)], 3. This demonstrates that in addition to functioning as a bulky ligand the SnBut3 group can also be actively involved in catalysis. Compound 1 catalyzes the reaction of trimethylsilylacetylene and tri-t-butylstannane at room temperature to afford the selective hydrostannylated product E-(SnBut3)(H)C=C(SiMe3)(H), 4. Structures of all compounds have been determined by single crystal x-ray diffraction analyses.

KW - Bulky ligands

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KW - N heterocyclic carbene, tin, unsaturation, platinum

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