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

Molecules

Su-Zhen Bai¹  Chen Xu¹  Hong-Mei Li¹  Zhi-Qiang Wang¹ 

[1] ¹College of Chemistry and Chemical Engineering, Pingdingshan University, Pingdingshan, Henan 467002, China ²College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China

关键词: adduct;    palladacycle;    crystal structure;    Suzuki reaction;    Sonogashira reaction;   

DOI  :  10.3390/molecules17055532

来源: mdpi

【 摘 要 】

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 ¹H-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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.