4.6 Article

Water-soluble superbulky (6-p-cymene) ruthenium(ii) amine: an active catalyst in the oxidative homocoupling of arylboronic acids and the hydration of organonitriles

Journal

NEW JOURNAL OF CHEMISTRY
Volume 42, Issue 18, Pages 15221-15230

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8nj03715a

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Funding

  1. Council of Scientific and Industrial Research [01(2884)/17/EMR-II]
  2. DST-NPDF [PDF/2016/001834]
  3. UGC-JRF
  4. CSIR-JRF

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A phosphine free water-soluble superbulky amine-ruthenium-arene complex (2) encompassing 2,6-bis(diphenylmethyl)-4-methylaniline was synthesised in good yield. 2 was characterized by FT-IR, H-1 NMR, and C-13 NMR spectroscopies, TGA and elemental analyses. The structure of 2 was confirmed by a single-crystal X-ray diffraction study. The ruthenium centre in 2 adopts the pseudo-octahedral geometry due to the (6)-p-cymene ring and bulky aniline ligand along with two chloro groups. Besides, complex 2 was efficaciously employed as a catalyst in the hydration of organonitriles to amides. This reaction proceeds efficiently for a wide range of substrates in an environmentally benign medium and is an economically reasonable synthetic route to amides in good yields. In addition, 2 acts as an excellent catalyst in the oxidative homocoupling of arylboronic acids in water. A range of arylboronic acids undergo a homocoupling reaction in the presence of catalyst 2 to yield symmetrical biaryls in reasonable to good yields.

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