The PdCl(2)-promoted reactions of methylenecyclopropanes (MCPs) 1 bearing diaryl substituents on the terminal double bond were carefully investigated. The solvents employed significantly affected the reaction outcomes. It was found that dimeric allylpalladium(ii) complexes 2a-2f can be obtained as the sole products in acceptable to good yields under mild reaction conditions with THF as the solvent, while dimeric allylpalladium(ii) complexes 2a-2f along with another type of dimeric allylpalladium(ii) complexes 4a-4e can be obtained in good to high total yields if N,N-dimethylacetamide (DMAc) was used as the solvent. Moreover, using N,N-dimethylformamide (DMF) as the solvent in the presence of water, it was found that water can also participate in the reaction to form another type of dimeric allylpalladium(ii) complex 6 as the minor product. All of these dimeric allylpalladium(ii) complexes reported in the paper have been characterized by X-ray crystal structure diffraction.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c0dt00059k | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Palladium-unleashed proteins: gentle aldehyde decaging for site-selective protein modification.
Chem Commun (Camb)
February 2018
Department of Chemistry, University of York, Heslington Road, YO31 5DD, York, UK.
Protein bioconjugation frequently makes use of aldehydes as reactive handles, with methods for their installation being highly valued. Here a new, powerful strategy to unmask a reactive protein aldehyde is presented. A genetically encoded caged glyoxyl aldehyde, situated in solvent-accessible locations, can be rapidly decaged through treatment with just one equivalent of allylpalladium(ii) chloride dimer at physiological pH.
View Article and Find Full Text PDF(η-All-yl)bromido(1-phenyl-1H-imidazole-κN)palladium(II).
Acta Crystallogr Sect E Struct Rep Online
April 2011
College of Food Science and Biotechnology, Zhejiang Gongshang University, Hangzhou 310035, People's Republic of China.
The title compound, [PdBr(C(3)H(5))(C(9)H(8)N(2))], was synthesized by the reaction of the allyl-palladium(II) bromide dimer and 1-phenyl-1H-imidazole. The Pd atom is coordinated by one allyl group [in η(3) mode, the central CH group of the allyl group is disordered over two sets of sites in a 0.668 (5):0.
View Article and Find Full Text PDFOligomeric allyl-palladium(II) complexes of β-substituted ethylselenolates: syntheses, structures and thermal decomposition.
Dalton Trans
August 2011
Chemistry Division, Bhabha Atomic Research Centre, Mumbai 400 085, India.
Tri-nuclear allyl-palladium complexes, [Pd(μ-SeCH(2)CH(2)COOR)(η(3)-C(3)H(4)R')](3) (R = H, Me, Et and R' = H, Me), have been synthesized by the reaction of [Pd(2)(μ-Cl)(2)(η(3)-C(3)H(4)R')(2)] with NaSeCH(2)CH(2)COOR. These complexes exist in a dynamic equilibrium with a dimeric form in solution and are fluxional at room temperature as shown by variable temperature (1)H NMR spectroscopy. The DFT calculations indicate that there is a negligible energy difference between the dimer and the trimer, and suggest that the delicate balance between the steric factors and angular strain decides the reaction products.
View Article and Find Full Text PDFPdCl(2)-promoted reactions of diaryl-substituted methylenecyclopropanes.
Dalton Trans
October 2010
Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, PR China.
The PdCl(2)-promoted reactions of methylenecyclopropanes (MCPs) 1 bearing diaryl substituents on the terminal double bond were carefully investigated. The solvents employed significantly affected the reaction outcomes. It was found that dimeric allylpalladium(ii) complexes 2a-2f can be obtained as the sole products in acceptable to good yields under mild reaction conditions with THF as the solvent, while dimeric allylpalladium(ii) complexes 2a-2f along with another type of dimeric allylpalladium(ii) complexes 4a-4e can be obtained in good to high total yields if N,N-dimethylacetamide (DMAc) was used as the solvent.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!