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Oxime Carbapalladacycle Covalently Anchored to High Surface Area Inorganic Supports or Polymers as Heterogeneous Green Catalysts for the Suzuki Reaction in Water
Abstract
An oxime carbapalladacycle known as an extremely active homogeneous catalyst for the Suzuki coupling in water has been conveniently modified and anchored on high surface area SiO(2), MCM-41, and polystyrene-divinylbenzene and ethylenglycol dimethylacrylate polymers. The resulting solids were characterized by analytical and spectroscopic (UV-vis and IR) techniques and tested as catalysts for the reaction of 4-chloroacetophenone with phenylboronic acid in water, dioxane, and a mixture of both. Differences in activity depending on the support were remarkable, the palladium complex being more active for the reactions in water when supported on SiO(2) or MCM-41. The catalysts were truly heterogeneous (no leached palladium) and when anchored on SiO(2) were reused seven times without loosing activity. Palladium complex anchored in SiO(2) was also tested as Suzuki catalyst for a wide range of bromo-, chloro-, and even fluoroaromatics.
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Citations
Cited by
Phan, N. T. S., Van Der Sluys, M., & Jones, C. W. (2006) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.200505473 · Cited by 1,905
Efficient, Selective, and Recyclable Palladium Catalysts in Carbon−Carbon Coupling Reactions
Molnár, Á. (2011) · Chemical Reviews · doi:10.1021/cr100355b · Cited by 1,042
Alonso, F., Beletskaya, I. P., & Yus, M. (2008) · Tetrahedron · doi:10.1016/j.tet.2007.12.036 · Cited by 532
Silica-supported palladium: Sustainable catalysts for cross-coupling reactions
Polshettiwar, V., Len, C., & Fihri, A. (2009) · Coordination Chemistry Reviews · doi:10.1016/j.ccr.2009.06.001 · Cited by 512
Alonso, F., Beletskaya, I. P., & Yus, M. (2005) · Tetrahedron · doi:10.1016/j.tet.2005.08.054 · Cited by 498
Primo, A., Liebel, M., & Quignard, F. (2009) · Chemistry of Materials · doi:10.1021/cm8020337 · Cited by 107
Metadata
- Authors
- Baleizão, C., Corma, A., García, H., & Leyva, A.
- Venue
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2003-12-20
- Volume
- 69
- Issue
- 2
- Pages
- 439-446
- ISSN
- 0022-3263 (ISSN-L)
- 1520-6904
- OpenAlex
- W2953387850
- Cited by
- 205
- References
- 0
- FWCI
- 8.45
- Type
- journal article
- Language
- en
- Open access
- closed
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