4.6 Article

Suzuki-Miyaura reactions promoted by a PdCl2/sulfonate-tagged phenanthroline precatalyst in water

Journal

APPLIED ORGANOMETALLIC CHEMISTRY
Volume 28, Issue 12, Pages 861-867

Publisher

WILEY
DOI: 10.1002/aoc.3227

Keywords

Suzuki-Miyaura reaction; palladium; 1,10-phenanthroline; sulfonate; aqueous media; reusable

Funding

  1. National Natural Science Foundation of China [21171124, 21171125, 21371126]
  2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences [201201006]
  3. Qin-Lan Project
  4. '333' Project of Jiangsu Province
  5. Priority Academic Program Development of Jiangsu Higher Education Institutions
  6. 'SooChow Scholar' Program of Soochow University
  7. College Students' Innovative Undertaking Training Program

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This work reports Suzuki-Miyaura cross-coupling reactions of arylboronic acid with aryl halide or aryl dibromide mediated by PdCl2 (0.05mol%) and sodium 4-(1H-imidazo[4,5-f][1,10]phenanthrolin-1-yl)butane-1-sulfonate (0.05mol%) at 100 degrees C in water. The corresponding cross-coupling products were obtained in good to excellent yields. The catalytic system was recovered from the organic products by extraction with ether and the residual aqueous catalyst phase showed high activity after reuse of at least four cycles. Copyright (c) 2014 John Wiley & Sons, Ltd.

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