N-Heterocyclic Carbene Adducts of Cyclopalladated Ferrocenylpyridazine: Synthesis, Structural Characterization, and Application in α-Arylation of Ketones with Aryl Chlorides
Chen Xu A C , Hong-Mei Li B , Zhi-Qiang Wang A , Wei-Jun Fu A , Yu-Qing Zhang B and Bao-Ming Ji AA College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China.
B Henan University of Science and Technology, School of Chemical Engineering and Pharmaceutics, Luoyang, Henan 471003, China.
C Corresponding author. Email: xubohan@163.com
Australian Journal of Chemistry 65(4) 366-370 https://doi.org/10.1071/CH12035
Submitted: 21 January 2012 Accepted: 9 February 2012 Published: 9 March 2012
Abstract
A new ferrocene-based ligand 3-chloro-6-pyridazinylferrocene 1 and its N-heterocyclic carbene adducts 2–3 were synthesized and characterized by 1H NMR and IR spectroscopy, ESI-MS, and elemental analysis. Additionally, detailed structures of complexes 2–3 have been determined by single-crystal X-ray analysis. Complex 3 exhibited high catalytic activity for α-arylation of ketones with aryl chlorides. Typically, using 1 mol % catalyst in the presence of 1.5 equivalents of tBuOK as base in dioxane at 100°C provided coupled products in good yields.
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