Abnormal cyclopalladation of Schiff bases made of metallocenyl aldehydes and α-ferrocenylethylamine: Unexpected formation of the heteroannular 3-atomic bridge

Troitskaya, L. L.; Starikova, Z. A.; Demeshchik, T. V.; Ovseenko, S. T.; Воронцов, Е. В.; Sokolov, V. I.

doi:10.1016/j.jorganchem.2005.05.035

Cited by 18 publications

(7 citation statements)

References 16 publications

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“…We next investigated Suzuki coupling of 4-chlorotoluene under the same reaction conditions. In this case, however, the complexes 2a,b were almost inactive (entries [15][16]. It can be seen from the above results that the activity of adducts in the Suzuki reaction falls in the order 2a~2b > 3a~3b, and the halogen anions have some effect on the catalytic activity, which is consistent with the literature [18,21].…”

Section: Application In Suzuki Reactionsupporting

confidence: 89%

“…It is noteworthy that intermolecular C-H···Pd hydrogen bonds are present in the crystals of 2a (Pd···H = 2.861 Å) and 3a (Pd···H = 2.736 Å). Although these interactions have been extensively studied [14], there are a few reports concerning palladacycles [15][16][17]. Owing to the C-H···X(Cl, I) and C-H···Pd hydrogen bonds, the crystal structures of the 2a and 3a are extended to a 2D network architecture ( Figure 4).…”

Section: Crystal Structures Of the Complexes 2-3mentioning

confidence: 99%

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Synthesis and Characterization of Triphenylphosphine Adducts of Ferrocene-Based Palladacycles and Their Performance in the Suzuki and Sonogashira Reactions with Bromo- and Chloroarenes

Bai

et al. 2012

Molecules

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Abstract:A new triphenylphosphine adduct of cyclopalladated ferrocenylpyridazine containing a chloride anion, 2a, has been synthesized from the reaction of the chloride-bridged palladacyclic dimer 1a with triphenylphosphine. The corresponding adducts 3a,b containing iodide anion have been readily prepared through anion exchange reactions of 2a,b with NaI in acetone. These complexes were characterized by elemental analysis, IR and 1 H-NMR. Additionally, their crystal structures have been determined by X-ray diffraction and intermolecular C-H···X (Cl, Br, I) bonds were found in the crystals. The use of these palladacycles as catalysts for the Suzuki and Sonogashira reactions was examined. The complexes 2a,b exhibited higher catalytic activity than the corresponding 3a,b in the Suzuki reaction. However, the order of activity of adducts with varying halogen anions is 3a~3b > 2a~2b in the Sonogashira reaction.

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Section: Application In Suzuki Reactionsupporting

confidence: 89%

Section: Crystal Structures Of the Complexes 2-3mentioning

confidence: 99%

Synthesis and Characterization of Triphenylphosphine Adducts of Ferrocene-Based Palladacycles and Their Performance in the Suzuki and Sonogashira Reactions with Bromo- and Chloroarenes

Bai

et al. 2012

Molecules

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“…Among them, cyclopalladated complexes containing N-donor ferrocenyl ligand have been studied extensively in the past two decades [3][4][5]. We have studied the cyclopalladation of ferrocenyl ligand containing N-donor by coupling reaction of chloromercuriferrocene [6][7][8].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 4-chloro-6-pyrimidinylferrocene, Fe(C5H5)(C9H6ClN2)

Zhang¹,

Xu²,

Hao³

et al. 2010

Zeitschrift Für Kristallographie - New Crystal Structures

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“…Although many structures of mononuclear palladacycles have been determined [13][14][15], there are limited reports involving the intermolecular interactions in these complexes [3-6, 16, 17]. Among non-covalent interactions, hydrogen bonds have been considered the most powerful organizing element in molecular assembly due to their highly selective and directional character [18,19].…”

Section: Introductionmentioning

confidence: 99%

Tri-p-tolylphosphine-cyclopalladated ferrocenylpyrimidine complexes: synthesis, crystal structures, catalytic activity, and a palladacycle cocrystallization adduct

Lü

Liu

et al. 2011

Transition Met Chem

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Two new tri-p-tolylphosphine-cyclopalladated ferrocenylpyrimidine complexes 1 and 2 have been prepared in good yields by reaction of the corresponding chloride-bridged palladacyclic dimers 1a and 2a with tri-ptolylphosphine. Complexes 1 and 2 were characterized by elemental analysis, IR, 1 H NMR, and ESI-MS. Additionally, their crystal structures have been determined by X-ray diffraction, and intermolecular C-HÁÁÁCl hydrogen bonds were found in their crystals. Complex 1 was found to be a palladacycle cocrystallization adduct with {PdCl 2 [P(C 6 H 4 -p-Me) 3 ] 2 }. These complexes were found to be efficient catalysts for the Suzuki reaction.

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Abnormal cyclopalladation of Schiff bases made of metallocenyl aldehydes and α-ferrocenylethylamine: Unexpected formation of the heteroannular 3-atomic bridge

Cited by 18 publications

References 16 publications

Synthesis and Characterization of Triphenylphosphine Adducts of Ferrocene-Based Palladacycles and Their Performance in the Suzuki and Sonogashira Reactions with Bromo- and Chloroarenes

Synthesis and Characterization of Triphenylphosphine Adducts of Ferrocene-Based Palladacycles and Their Performance in the Suzuki and Sonogashira Reactions with Bromo- and Chloroarenes

Crystal structure of 4-chloro-6-pyrimidinylferrocene, Fe(C5H5)(C9H6ClN2)

Tri-p-tolylphosphine-cyclopalladated ferrocenylpyrimidine complexes: synthesis, crystal structures, catalytic activity, and a palladacycle cocrystallization adduct

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