Coordination properties of 2,5-dimesitylpyridine: an encumbering and versatile ligand for transition-metal chemistry.

doi:10.1021/ic201205p

Paper

Coordination properties of 2,5-dimesitylpyridine: an encumbering and versatile ligand for transition-metal chemistry.

Published Jun 28, 2011 · Julia M. Stauber, Andrew L. Wadler, C. Moore

Inorganic chemistry

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Abstract

To overcome the unfavorable steric pressures associated with 2,6-disubstitution in encumbering pyridine ligands, the coordination chemistry of a 2,5-disubstituted variant, namely, 2,5-dimesitylpyridine (2,5-Mes(2)py), is reported. This diaryl pyridine shows good binding ability to a range of transition-metal fragments with varying formal oxidation states and coligands. Treatment of 2.0 equiv of 2,5-Mes(2)py with monovalent Cu and Ag triflate sources generates complexes of the type [M(2,5-Mes(2)py)(2)]OTf (M = Cu, Ag; OTf = OSO(2)CF(3)), which feature long M-OTf distances and a substrate-accessible primary coordination sphere. Combination of 2,5-Mes(2)py with Cu(OTf)(2) and Pd(OAc)(2) produces four-coordinate complexes featuring cis- and trans-2,5-Mes(2)py orientations, respectively. The four-coordinate palladium complex Pd(OAc)(2)(2,5-Mes(2)py)(2) is found to resist py-ligand dissociation at room temperature in solution, but functions as a precatalyst for the aerobic C-H bond olefination of benzene at elevated temperatures. This C-H bond activation chemistry is compared with a similar Pd-based system featuring 2,6-disubstituted pyridines. 2,5-Mes(2)py also readily supports mono- and dinuclear divalent Co complexes, and the solution-phase equilibria between such species are detailed. The coordination studies presented highlight the potential of 2,5-Mes(2)py to function as an encumbering ancillary for the stabilization of low-coordinate complexes and as a supporting ligand for metal-mediated transformations.

Study Snapshot

2,5-dimesitylpyridine (2,5-Mes(2)py) shows good binding ability to transition-metal fragments, offering potential as an encumbering ligand for stabilizing low-coordinate complexes and supporting metal-mediated transformations.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Coordination properties of 2,5-dimesitylpyridine: an encumbering and versatile ligand for transition-metal chemistry.

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References

Thermal C−H Bond Activation of Benzene, Toluene, and Methane with Cationic [M(X)(bipy)]+ (M = Ni, Pd, Pt; X = CH3, Cl; bipy = 2,2′-bipyridine): A Mechanistic Study

Thermal C-H bond activation of benzene, toluene, and methane with cationic [M(X)(bipy)]+ complexes leads to hydrogen-atom abstraction, with the platinum complex causing extensive hydrogen/deuterium exchange and a degenerate

Recent developments in transition metal diaryl chemistry.

Low-coordinate transition metal diaryl complexes with m-terphenyls are enabling the synthesis of novel compounds and contributing to structural elucidation and bonding studies.

Terphenyl substituted derivatives of manganese(II): distorted geometries and resistance to elimination.

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Unusual magnetic properties of a two-coordinate heteroleptic linear cobalt(II) complex.

The two-coordinate linear cobalt(II) complex Ar'CoN(SiMe(3))(2) exhibits unexpectedly high magnetic properties, while the bent complex 1 has a significantly lower moment.

NMR Chemical Shifts of Trace Impurities: Common Laboratory Solvents, Organics, and Gases in Deuterated Solvents Relevant to the Organometallic Chemist

NMR chemical shifts for common organic compounds in deuterated solvents can help identify impurities in organometallic chemistry experiments.

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