Pd(OAc)۲/۱,۱′-Methylene-۳,۳′-bis[(N-(isopropyl)imidazol-۲-ylidene]: An Efficient Catalyst for the Heck Arylation of Various Olefins

Publish Year: 1400
نوع سند: مقاله ژورنالی
زبان: English
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شناسه ملی سند علمی:

JR_ORGC-7-1_008

تاریخ نمایه سازی: 3 مهر 1402

Abstract:

The Mizoroki-Heck coupling reaction has been carried out using Pd(OAc)۲ and bisimidazolium (۱,۱′-methylene-۳,۳′-bis[(N-(isopropyl)imidazol-۲-ylidene]dibromide) for aryl bromides as well as less reactive chlorobenzene with mono- and di-substituted olefins. Only ۰.۰۲۵ mol% of Pd(II) shows a high activity toward the coupling reaction with turnover number (TON) ≈ ۶۰۰-۳۹۶۰. Further, this catalyst system, Pd(OAc)۲/Bisimidazolium, exhibits the excellent selectivity for the trans-isomer coupling products and the terminal arylation coupling products for mono- and di-substituted olefins, respectively. The nature of olefins (n-butyl acrylate, styrene, and ۱,۱-disubstituted olefins) has a significant contribution on the yield of the coupling products.

Keywords:

Bisimidazolium , Heck reaction , homogeneous , Mono- and di-substituted olefins , Selectivity

Authors

Marzieh Daryanavard

Estahban Higher Education Center-Shiraz University, Estahban, Iran

Behzad Mohammadi

Department of Inorganic Chemistry, Faculty of Chemistry, Razi University, Kermanshah, ۶۷۱۴۹, Iran

Shirin Nadri

Department of Inorganic Chemistry, Faculty of Chemistry, Razi University, Kermanshah, ۶۷۱۴۹, Iran

Mohammad Joshaghani

Department of Inorganic Chemistry, Faculty of Chemistry, Razi University, Kermanshah, ۶۷۱۴۹, Iran