Bis(2-pyridyl)silane ligands. 2. Structural characterization and catalytic applications of palladium complexes in organostannane cross-coupling reactions
- Utah State Univ., Logan (USA)
- Naval Weapons Center, China Lake, CA (USA)
The synthesis and characterization of (R{sup 1}R{sup 2}Si(2-pyridyl))PdCl{sub 2} (R{sup 1} = Me, R{sup 2} = phenyl; 3) are presented. Complex 3 crystallizes in the monoclinic space groups P2{sub 1}/n (Z=4) with {beta} = 99.98 (1){degree} and a = 12.208 (2) {angstrom}, b = 12.651 (3) {angstrom}, c = 14.079 (2) {angstrom}. The single-crystal study showed the six-membered chelate ring to be in a boat conformation with the palladium and silicon atoms as the apexes out of plane. Cross-coupling reactions of organostannanes catalyzed by (Me{sub 2}Si(2-pyridyl))PdCl{sub 2} (2) were examined. Vinyltributylstannane undergoes cross coupling in high yield when treated with benzoyl chloride and 1 mol % of 2 in di- chloromethane, whereas treatment with iodobenzene results in formation of Me{sub 2}Si(2-pyridyl)PdI{sub 2} (4) with only a minor amount of cross coupling observed. The addition of LiCl did not affect the cross-coupling reaction when (PPh{sub 3}){sub 2}PdCl{sub 2} was used as the precatalyst. When trimethyl(phenylethynyl)stannane was used, the addition of lithium chloride did not decrease homocoupling of the organostannane reagent for precatalyst 2, whereas for (Ph{sub 3}P){sub 2}PdCl{sub 2} homocoupling of the stannane partner was not observed with or without added lithium chloride.
- OSTI ID:
- 7108068
- Journal Information:
- Organometallics; (USA), Journal Name: Organometallics; (USA) Vol. 9:2; ISSN 0276-7333; ISSN ORGND
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
36 MATERIALS SCIENCE
360101 -- Metals & Alloys-- Preparation & Fabrication
360102 -- Metals & Alloys-- Structure & Phase Studies
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
CALCULATION METHODS
CATALYSTS
COMPLEXES
COUPLING
CRYSTAL STRUCTURE
DATA
DATA ANALYSIS
EXPERIMENTAL DATA
HYDRIDES
HYDROGEN COMPOUNDS
INFORMATION
LIGANDS
MEASURING INSTRUMENTS
MEASURING METHODS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC SILICON COMPOUNDS
PALLADIUM COMPLEXES
SILANES
SILICON COMPOUNDS
SYNTHESIS
TRANSITION ELEMENT COMPLEXES
360101 -- Metals & Alloys-- Preparation & Fabrication
360102 -- Metals & Alloys-- Structure & Phase Studies
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
CALCULATION METHODS
CATALYSTS
COMPLEXES
COUPLING
CRYSTAL STRUCTURE
DATA
DATA ANALYSIS
EXPERIMENTAL DATA
HYDRIDES
HYDROGEN COMPOUNDS
INFORMATION
LIGANDS
MEASURING INSTRUMENTS
MEASURING METHODS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC SILICON COMPOUNDS
PALLADIUM COMPLEXES
SILANES
SILICON COMPOUNDS
SYNTHESIS
TRANSITION ELEMENT COMPLEXES