A polymer-bound bidentate-phosphine-palladium complex as a catalyst in the Heck arylation
- Univ. of Texas, Austin, TX (United States)
Polymer-supported 1,2-bis(diisopropylphosphino)benzene Pd(II) complex 2 shows a higher level of catalytic activity than the structurally analogous monomeric Pd(II) complex 1 in the Heck arylation of methyl acrylate by iodobenzene. The polymer-supported Pd(II) complex has a much higher turnover number (by more than 1 order of magnitude) than either 1 or Pd(OAc){sub 2}/PPh{sub 3} at synthetically useful concentrations of reagents. The reaction rate of the monomeric Pd(II) complex 1 is enhanced by electrochemical prereduction of Pd(II) to Pd(0). Deactivation in homogeneous solution via aggregation of the reactive complex to insoluble palladium metal clusters or by equilibration to a sterically blocked tetraphosphino complex is proposed to explain the higher catalytic activity of the polymer-supported Pd(II) complex than of its structurally analogous soluble monomer.
- Sponsoring Organization:
- USDOE
- OSTI ID:
- 430219
- Journal Information:
- Journal of Organic Chemistry, Journal Name: Journal of Organic Chemistry Journal Issue: 18 Vol. 59; ISSN 0022-3263; ISSN JOCEAH
- Country of Publication:
- United States
- Language:
- English
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