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In situ generation of highly active bis(N-heterocyclic)carbene palladium as an efficient catalyst in direct S-arylation of methylphenyl sulfoxide and the Heck reaction: Ligand steric effects in product selectivity

Bagherzadeh, M ; Sharif University of Technology

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  1. Type of Document: Article
  2. DOI: 10.1002/aoc.3677
  3. Publisher: John Wiley and Sons Ltd
  4. Abstract:
  5. The use of 1,3-bis(N-heterocyclic)carbene ligands with different alkyl wingtip groups (alkyl = methyl, isopropyl and tert-butyl) is an effective method for the palladium-catalysed direct S-arylation of methylphenyl sulfoxide and C-C coupling of various of aryl halides with alkenes. The reactions proceed in moderate to good yields. Interestingly, it is shown experimentally that, by using bulkier bidentate N-heterocyclic carbene ligands, more selective catalytic systems towards cis products in Heck coupling reactions can be achieved
  6. Keywords:
  7. Bis(N-heterocyclic)carbene ; Direct S-arylation ; Heck coupling ; Aromatic compounds ; Catalysis ; Catalyst selectivity ; Chemical reactions ; Organic compounds ; Arylations ; Efficient catalysts ; Heck coupling ; Heck coupling reaction ; N-heterocyclic ; N-heterocyclic carbene ligands ; Palladium catalysis ; Product selectivities ; Ligands
  8. Source: Applied Organometallic Chemistry ; 2016 ; 02682605 (ISSN)
  9. URL: http://onlinelibrary.wiley.com/doi/10.1002/aoc.3677/abstract