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Sonogashira coupling using bulky palladium-phenanthryl imidazolium carbene catalysis. | LitMetric

Sonogashira coupling using bulky palladium-phenanthryl imidazolium carbene catalysis.

Org Lett

Brigham Young University, Department of Chemistry and Biochemistry, C100 BNSN, Provo, Utah 84602-5700, USA.

Published: September 2003

AI Article Synopsis

Article Abstract

[structure: see text] Bulky phenanthracenyl imidazolium-derived carbene ligands were investigated for copper-free Sonogashira coupling with terminal acetylenes. Aryl bromides and iodides gave coupled products in excellent yields from the Pd(PPh(3))(2)Cl(2) complex with potassium t-butoxide and 18-crown-6 in THF. A remarkable dependence on the size of the ligand was found. The highest yields were obtained with the bulky 2,9-dicyclohexyl-10-phenanthryl ligand 5.

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Source
http://dx.doi.org/10.1021/ol035147kDOI Listing

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