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N-heterocyclic carbene palladium complexes bearing carboxylate ligands and their catalytic activity in the hydroarylation of alkynes

(2004) ORGANOMETALLICS. 23(15). p.3752-3755
Author
Organization
Abstract
The synthesis and reactivity of palladium acetate/trifluoroacetate complexes stabilized by the presence of N-heterocyclic carbene (NHC) ligands are described. The structures and coordination characteristics of both (IPr)Pd(OAc)(2) (1) and (IPr)Pd(OOCCF3)(2)(H2O) (2) were elucidated by spectroscopic and X-ray diffraction studies. The structure of 1 shows a novel coordination of the anions in a monomeric complex, with one acetate anion acting as a monodentate ligand while the second one coordinates through both oxygens. The NHC ligands in 1 and 2 are stable under acidic conditions. The complexes were used as precatalysts in the hydroarylation of alkynes. Using this simple protocol, a number of arenes react with various alkynes to produce stilbenes.
Keywords
CROSS-COUPLING REACTIONS, SYSTEMS, ALCOHOLS, ARENES

Citation

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MLA
Viciu, MS, et al. “N-Heterocyclic Carbene Palladium Complexes Bearing Carboxylate Ligands and Their Catalytic Activity in the Hydroarylation of Alkynes.” ORGANOMETALLICS, vol. 23, no. 15, 2004, pp. 3752–55.
APA
Viciu, M., Stevens, E., Petersen, J., & Nolan, S. (2004). N-heterocyclic carbene palladium complexes bearing carboxylate ligands and their catalytic activity in the hydroarylation of alkynes. ORGANOMETALLICS, 23(15), 3752–3755.
Chicago author-date
Viciu, MS, ED Stevens, JL Petersen, and Steven Nolan. 2004. “N-Heterocyclic Carbene Palladium Complexes Bearing Carboxylate Ligands and Their Catalytic Activity in the Hydroarylation of Alkynes.” ORGANOMETALLICS 23 (15): 3752–55.
Chicago author-date (all authors)
Viciu, MS, ED Stevens, JL Petersen, and Steven Nolan. 2004. “N-Heterocyclic Carbene Palladium Complexes Bearing Carboxylate Ligands and Their Catalytic Activity in the Hydroarylation of Alkynes.” ORGANOMETALLICS 23 (15): 3752–3755.
Vancouver
1.
Viciu M, Stevens E, Petersen J, Nolan S. N-heterocyclic carbene palladium complexes bearing carboxylate ligands and their catalytic activity in the hydroarylation of alkynes. ORGANOMETALLICS. 2004;23(15):3752–5.
IEEE
[1]
M. Viciu, E. Stevens, J. Petersen, and S. Nolan, “N-heterocyclic carbene palladium complexes bearing carboxylate ligands and their catalytic activity in the hydroarylation of alkynes,” ORGANOMETALLICS, vol. 23, no. 15, pp. 3752–3755, 2004.
@article{8170266,
  abstract     = {The synthesis and reactivity of palladium acetate/trifluoroacetate complexes stabilized by the presence of N-heterocyclic carbene (NHC) ligands are described. The structures and coordination characteristics of both (IPr)Pd(OAc)(2) (1) and (IPr)Pd(OOCCF3)(2)(H2O) (2) were elucidated by spectroscopic and X-ray diffraction studies. The structure of 1 shows a novel coordination of the anions in a monomeric complex, with one acetate anion acting as a monodentate ligand while the second one coordinates through both oxygens. The NHC ligands in 1 and 2 are stable under acidic conditions. The complexes were used as precatalysts in the hydroarylation of alkynes. Using this simple protocol, a number of arenes react with various alkynes to produce stilbenes.},
  author       = {Viciu, MS and Stevens, ED and Petersen, JL and Nolan, Steven},
  issn         = {0276-7333},
  journal      = {ORGANOMETALLICS},
  keywords     = {CROSS-COUPLING REACTIONS,SYSTEMS,ALCOHOLS,ARENES},
  language     = {eng},
  number       = {15},
  pages        = {3752--3755},
  title        = {N-heterocyclic carbene palladium complexes bearing carboxylate ligands and their catalytic activity in the hydroarylation of alkynes},
  url          = {http://dx.doi.org/10.1021/om049843f},
  volume       = {23},
  year         = {2004},
}

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