Intermediates and catalytic hydrostannylation. Characterization of a rare complex Pt(IPr)[η2-E-(SnBut 3)(H)CC(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^t ₃)(H)CC(SiMe₃)(H)]

Anjaneyulu Koppaka, Mohan M. Gamage, Burjor Captain

Chemistry

Research output: Contribution to journal › Article

1 Scopus citations

Abstract

The complex Pt(IPr)(SnBu^t ₃)(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^t ₃)(κ ¹-C≡CSiMe₃)(H)₂, 2. Complex 2 isomerizes to form the unique complex Pt(IPr)[η ²-E-(SnBu^t ₃)(H)C=C(SiMe₃)(H)], 3. This demonstrates that in addition to functioning as a bulky ligand the SnBu^t ₃ 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^t ₃)(H)C=C(SiMe₃)(H), 4. Structures of all compounds have been determined by single crystal x-ray diffraction analyses.

Original language	English (US)
Journal	Journal of Organometallic Chemistry
DOIs	https://doi.org/10.1016/j.jorganchem.2017.03.024
State	Accepted/In press - Jan 16 2017

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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

Cite this

Koppaka, A., Gamage, M. M., & Captain, B. (Accepted/In press). Intermediates and catalytic hydrostannylation. Characterization of a rare complex Pt(IPr)[η²-E-(SnBu^t ₃)(H)CC(SiMe₃)(H)]. Journal of Organometallic Chemistry. https://doi.org/10.1016/j.jorganchem.2017.03.024

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title = "Intermediates and catalytic hydrostannylation. Characterization of a rare complex Pt(IPr)[η2-E-(SnBut 3)(H)CC(SiMe3)(H)]",

abstract = "The complex Pt(IPr)(SnBut 3)(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)(SnBut 3)(κ 1-C≡CSiMe3)(H)2, 2. Complex 2 isomerizes to form the unique complex Pt(IPr)[η 2-E-(SnBut 3)(H)C=C(SiMe3)(H)], 3. This demonstrates that in addition to functioning as a bulky ligand the SnBut 3 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-(SnBut 3)(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",

year = "2017",

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AU - Koppaka, Anjaneyulu

AU - Gamage, Mohan M.

AU - Captain, Burjor

PY - 2017/1/16

Y1 - 2017/1/16

N2 - The complex Pt(IPr)(SnBut 3)(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)(SnBut 3)(κ 1-C≡CSiMe3)(H)2, 2. Complex 2 isomerizes to form the unique complex Pt(IPr)[η 2-E-(SnBut 3)(H)C=C(SiMe3)(H)], 3. This demonstrates that in addition to functioning as a bulky ligand the SnBut 3 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-(SnBut 3)(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)(SnBut 3)(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)(SnBut 3)(κ 1-C≡CSiMe3)(H)2, 2. Complex 2 isomerizes to form the unique complex Pt(IPr)[η 2-E-(SnBut 3)(H)C=C(SiMe3)(H)], 3. This demonstrates that in addition to functioning as a bulky ligand the SnBut 3 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-(SnBut 3)(H)C=C(SiMe3)(H), 4. Structures of all compounds have been determined by single crystal x-ray diffraction analyses.

KW - Bulky ligands

KW - Hydrostannylation

KW - N heterocyclic carbene, tin, unsaturation, platinum

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10.1016/j.jorganchem.2017.03.024