A way to obtain cyclopalladation of unsubstituted 2-phenylimidazole derivatives

Zamora, Félix; Luna, Santiago; Amo‐Ochoa, Pilar; Martínez-Cruz, Luis Alfonso; Vegas, Α.

doi:10.1016/0022-328x(96)06148-7

Cited by 12 publications

(1 citation statement)

References 20 publications

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“…[33Ϫ35] Some cyclopalladation reactions of substituted imidazoles lead to a mixture of the two possible geometrical isomers, anti and syn, but the reasons for this difference in behaviour are not clear. [28,36,37] A doublet at δ ϭ 6.96 can be assigned to the H2 proton, whilst the H3, H4, and H5 resonances appear as a multiplet centred at δ ϭ 6.68. The shift towards lower frequency of these signals, as well as of those of the imidazole ring methyl groups, as compared with the signals of the free ligand, may be attributed to a shielding effect that arises as a result of the ''open-book'' configuration of the complex.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Single-Crystal X-ray Diffraction Studies of New Cyclometallated Phenylimidazole Palladium(II) Compounds

Lousame

Fernández

López‐Torres

et al. 2000

Eur. J. Inorg. Chem.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Single-Crystal X-ray Diffraction Studies of New Cyclometallated Phenylimidazole Palladium(II) Compounds

Lousame

Fernández

López‐Torres

et al. 2000

Eur. J. Inorg. Chem.

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Benzimidazole, Benzothiazole and Benzoxazole Ruthenium(II) Complexes; Catalytic Synthesis of 2,3-Dimethylfuran

Çetınkaya¹,

Özdemır

Bruneau

et al. 2000

Eur. J. Inorg. Chem.

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The First Crystal and Molecular Structure of asyn-Acetato-Bridged Dinuclear Cyclometallated Complex [Pd{2,3,4-(MeO)3C6HC(H)=NCH2CH2OH}(μ-OAc)]2

Fernández¹,

Vázquez‐García²,

Fernández³

et al. 2002

Eur. J. Inorg. Chem.

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Treatment of the Schiff base ligands 2,3,4-(MeO) 3 C 6 H 2 C(H)= NR (R = CH 2 CH 2 OH, 1; R = Me, 17; R = Et, 18; R = Pr, 19; R = tBu, 20) with palladium(II) acetate in toluene gave the dinuclear cyclometallated complexes [Pd{2,3,4-(Me-O) 3 C 6 HC(H)=NR}(µ-O 2 CMe)] 2 (R = CH 2 CH 2 OH, 2; R = Me, 21; R = Et, 22; R = Pr, 23; R = tBu, 24), with the ligand bonded to the palladium atom through the imine nitrogen and the C6 carbon atoms. The 1 H and 13 C{ 1 H} NMR spectra of the complexes showed the presence of the anti and syn isomers in solution. The anti/syn ratio varies with the solvent and the nature of the imine nitrogen substituent R. Complex 24 with the bulky tBu group showed a 28:1 ratio in chloroform whilst the less bulky substituted complexes showed lower ratios. The X-ray crystal structure of the syn isomer of complex 2 is described. Reaction of the acetato-bridged complex 2 with PPh 3 gave the mononuclear complex 4, in a bridge-splitting reaction. Reaction of 2 with the diphosphanes dppm, dppp and dppb in a 1:1 molar ratio gave the dinuclear cyclometallated complexes 5, 6 and 7, respectively. Treatment of 2 with an aqueous solution of sodium chloride gave the chlorobridged complex 3. Treatment of the cyclometallated chloro-

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A way to obtain cyclopalladation of unsubstituted 2-phenylimidazole derivatives

Cited by 12 publications

References 20 publications

Synthesis and Single-Crystal X-ray Diffraction Studies of New Cyclometallated Phenylimidazole Palladium(II) Compounds

Synthesis and Single-Crystal X-ray Diffraction Studies of New Cyclometallated Phenylimidazole Palladium(II) Compounds

Benzimidazole, Benzothiazole and Benzoxazole Ruthenium(II) Complexes; Catalytic Synthesis of 2,3-Dimethylfuran

The First Crystal and Molecular Structure of asyn-Acetato-Bridged Dinuclear Cyclometallated Complex [Pd{2,3,4-(MeO)3C6HC(H)=NCH2CH2OH}(μ-OAc)]2

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