4.4 Article

Dimerization of Aryl Sulfonates by in situ Generated Nickel(0)

Journal

SYNLETT
Volume 26, Issue 17, Pages 2385-2388

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1560712

Keywords

aryl tosylates; biaryls; dimerization; nickel catalysis; Ullmann-type reaction

Funding

  1. Region Haute-Normandie
  2. CRUNCh interregional program
  3. Labex SynOrg [ANR-11-LABX-0029]

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A mild and user-friendly nickel-catalyzed method for the reductive homocoupling of aromatic tosylates is presented. The reaction proceeds between room temperature and 60 degrees C, with stable substrates (ArOTs) easily prepared from inexpensive and commercially available phenols or naphthols. It relies on a catalytic amount (10 mol%) of a robust catalyst (NiBr(2)bipy) that does not require the preparation of sensitive organometallic intermediates. Yields are good to excellent.

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