Reaction of carbon dioxide with a palladium–alkyl complex supported by a bis-NHC framework

Ariyananda, Piyal W. G.; Yap, Glenn P. A.; Rosenthal, Joel

doi:10.1039/c2dt30676j

Cited by 26 publications

(23 citation statements)

References 53 publications

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“…These bond lengths are in good agreement with those previously reported14 for the monomeric acetato palladium biscarbene complex 2 with Pd–C carbene bond lengths of 1.955(3) and 1.977(3) Å and Pd–O bond lengths of 2.069(2) and 2.077(3) Å.…”

Section: Resultssupporting

confidence: 91%

“…We obtained single crystals by slow diffusion of diethyl ether into an acetonitrile solution of this solid. We were surprised to find that the data we obtained from the initial solution have not been in agreement with the monomeric complex 2 , recently published,14 but the structure of the unexpected silver containing, trinuclear complex 3· OAc – (Figure 1). We confirmed the presence of silver and the palladium:silver ratio by energy‐dispersive X‐ray spectroscopy (EDX) of the previously measured single crystal, which showed a palladium:silver ratio of 2:1.…”

Section: Resultsmentioning

confidence: 52%

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Synthesis and Structure of a Trinuclear Pd–Ag–Pd Carbene Acetato Complex

Micksch

Herdtweck

Straßner

2013

Zeitschrift anorg allge chemie

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We describe the synthesis and the solid‐state structure of a trinuclear Pd–Ag–Pd carbene acetato complex. The structure was determined by single‐crystal X‐ray experiments [P21/n (no. 14) a = 12.0241(4), b = 25.7201(10), c = 21.3564(8) Å, β = 93.841(2)°, V = 6589.9(4) Å3, Z = 4, R1 = 0.0319, wR2 = 0.0721]. The complex consists of two palladium biscarbene units connected to a silver atom by bridging acetate ions with Pd–Ag bond lengths of 2.89 Å, which are shorter than the sum of the van der Waals radii. Additionally the 13C NMR shifts of the carbene carbon atoms indicate that a palladium silver interaction is present. The repeat unit in the unit cell contains one complex and an infinite chain of two water molecules, one acetic acid and one acetate ion. We show that the hydrogen bond between the complex and a water molecule is the reason for the distorted arrangement.

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Section: Resultssupporting

confidence: 91%

Section: Resultsmentioning

confidence: 52%

Synthesis and Structure of a Trinuclear Pd–Ag–Pd Carbene Acetato Complex

Micksch

Herdtweck

Straßner

2013

Zeitschrift anorg allge chemie

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“…[221] The research showed that this process did not run facilely. [221] The research showed that this process did not run facilely.…”

Section: Pd-nhc-catalyzed Reactions With Comentioning

confidence: 99%

“…Rosenthal and co-workers investigated the reactivity of a dimethyl palladium complex supported by a dicarbene chelate, (MDC Mes )PdMe 2 (MDC Mes is a cis-dimethylpalladium complex supported by a methylene-bridged dicarbene ligand with ancillary mesityl groups), towards CO 2 , which was monitored by a combination of techniques including React-IR spectroscopy. [221] The research showed that this process did not run facilely. Instead, this compound behaved similarly to dimethyl palladium complexes supported by other chelating ligands and readily underwent protonolysis.…”

Section: Ni-nhc-catalyzed Reactions With Comentioning

confidence: 99%

Recent Advances in Carbon Dioxide Capture, Fixation, and Activation by using N‐Heterocyclic Carbenes

2014

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In the last two decades, CO2 emission has caused a lot of environmental problems. To mitigate the concentration of CO2 in the atmosphere, various strategies have been implemented, one of which is the use of N-heterocyclic carbenes (NHCs) and related complexes to accomplish the capture, fixation, and activation of CO2 effectively. In this review, we summarize CO2 capture, fixation, and activation by utilizing NHCs and related complexes; homogeneous reactions and their reaction mechanisms are discussed. Free NHCs and NHC salts can capture CO2 in both direct and indirect ways to form imidazolium carboxylates, and they can also catalyze the reaction of aromatic aldehydes with CO2 to form carboxylic acids and derivatives. Moreover, associated with transition metals (TMs), NHCs can form NHC-TM complexes to transform CO2 into industrial acid or esters. Non-metal-NHC complexes can also catalyze the reactions of silicon and boron complexes with CO2 . In addition, catalytic cycloaddition of epoxides with CO2 is another effective function of NHC complexes, and NHC ionic liquids perform excellently in this aspect.

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“…The decomposition of 3c in solution hampered the detection of the carbene signal in 13 C NMR spectroscopy. The complexes with the bulkier mesityl substituents, which have been used previously to ensure stability of palladium complexes bearing these ligands, 32,37,38 were stable in solution and resistant against air and moisture at room temperature for at least a week. In contrast to the findings of Riederer et al, 3 we did not observe a relation between stability and linker length.…”

Section: Synthesis Of Bisimidazolium Saltsmentioning

confidence: 99%

Synthesis of palladium(0) and -(ii) complexes with chelating bis(N-heterocyclic carbene) ligands and their application in semihydrogenation

et al. 2013

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A transmetallation route, using silver(I) precursors, to several zero-and di-valent palladium complexes with chelating bis(N-heterocyclic carbene) ligands bearing various N-substituents has been established.The resulting complexes have been characterized by NMR and mass spectroscopy. In addition, the structure of a representative compound, [Pd 0 (bis-(Mes)NHC)(η 2 -ma)] (3a), was confirmed by X-ray crystal structure determination. In contrast to the transfer semihydrogenation, in which only low activity was observed, complex 3a showed activity (TOF = 49 mol sub mol cat −1 h −1 ) and selectivity comparable to its monodentate counterparts in the semihydrogenation of 1-phenyl-1-propyne with molecular hydrogen.

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Reaction of carbon dioxide with a palladium–alkyl complex supported by a bis-NHC framework

Cited by 26 publications

References 53 publications

Synthesis and Structure of a Trinuclear Pd–Ag–Pd Carbene Acetato Complex

Synthesis and Structure of a Trinuclear Pd–Ag–Pd Carbene Acetato Complex

Recent Advances in Carbon Dioxide Capture, Fixation, and Activation by using N‐Heterocyclic Carbenes

Synthesis of palladium(0) and -(ii) complexes with chelating bis(N-heterocyclic carbene) ligands and their application in semihydrogenation

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