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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 | 2017

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  1. Type of Document: Article
  2. DOI: 10.1002/aoc.3677
  3. Publisher: John Wiley and Sons Ltd , 2017
  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. Copyright © 2016 John Wiley & Sons, Ltd
  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 reaction ; N-heterocyclic ; N-heterocyclic carbene ligands ; Palladium catalysis ; Product selectivities ; Ligands
  8. Source: Applied Organometallic Chemistry ; Volume 31, Issue 8 , 2017 ; 02682605 (ISSN)
  9. URL: https://onlinelibrary.wiley.com/doi/abs/10.1002/aoc.3677