Synthesis of functionalized aryl-alkenes catalyzed by CN-ortho-palladated complex of 2,3-dimethoxybenzaldehyde oxime under microwave irradiation

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  • Fatemeh Rafiee1,
  • Abdol Reza Hajipour2,
  1. Department of Organic Chemistry, Faculty of Chemistry, Alzahra University, Tehran, Iran
  2. Pharmaceutical Research Laboratory, Department of Chemistry, Isfahan University of Technology, Isfahan 84156, Islamic Republic of Iran

Published in Issue 2024-02-03

How to Cite

Rafiee, F., & Hajipour, A. R. (2024). Synthesis of functionalized aryl-alkenes catalyzed by CN-ortho-palladated complex of 2,3-dimethoxybenzaldehyde oxime under microwave irradiation. Iranian Journal of Catalysis, 5(1). https://oiccpress.com/ijc/article/view/3828

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Abstract

A new dimeric orthopalladated complex was synthesized via reaction of 2,3-dimethoxy benzaldehyde oxime with palladium chloride and lithium chloride in methanol as solvent and sodium acetate as base at room temperature. The catalytic activity of this dimeric [Pd{C6H2(-CH=NOH)-(OMe)2-2,3}(µ-Cl)]2 complex as an efficient, air, and moisture tolerant catalyst was investigated in MizorokiâHeck cross coupling reaction of various aryl halides and also arenesulfonyl chloridesas the electrophilic partners with different coupling partner alkenes such as methylacrylate, methylmetacrylate and styrene . The combination of homogenous metal catalyst, microwave irradiation, and microwave-active polar solvents gave high yields of functionalized aryl-alkene products in short reaction times.

Keywords

  • Heck reaction,
  • Microwave irradiation,
  • Ortho-Palladated catalyst,
  • Oxime palladacycle complexes
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