Pd/P(t-Bu)3: A Mild and General Catalyst for Stille Reactions of Aryl Chlorides and Aryl Bromides
Top Cited Papers
- 11 May 2002
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 124 (22) , 6343-6348
- https://doi.org/10.1021/ja020012f
Abstract
Pd/P(t-Bu)3 serves as an unusually reactive catalyst for Stille reactions of aryl chlorides and bromides, providing solutions to a number of long-standing challenges. An unprecedented array of aryl chlorides can be cross-coupled with a range of organotin reagents, including SnBu4. Very hindered biaryls (e.g., tetra-ortho-substituted) can be synthesized, and aryl chlorides can be coupled in the presence of aryl triflates. The method is user-friendly, since a commercially available complex, Pd(P(t-Bu)3)2, is effective. Pd/P(t-Bu)3 also functions as an active catalyst for Stille reactions of aryl bromides, furnishing the first general method for room-temperature cross-couplings.Keywords
This publication has 12 references indexed in Scilit:
- A Versatile Catalyst for Heck Reactions of Aryl Chlorides and Aryl Bromides under Mild ConditionsJournal of the American Chemical Society, 2001
- Pd(PhCN)2Cl2/P(t-Bu)3: A Versatile Catalyst for Sonogashira Reactions of Aryl Bromides at Room TemperatureOrganic Letters, 2000
- Versatile Catalysts for the Suzuki Cross-Coupling of Arylboronic Acids with Aryl and Vinyl Halides and Triflates under Mild ConditionsJournal of the American Chemical Society, 2000
- Activation of Otherwise Unreactive C-Cl BondsPublished by Springer Nature ,1999
- Heck Reactions in the Presence of P(t-Bu)3: Expanded Scope and Milder Reaction Conditions for the Coupling of Aryl ChloridesThe Journal of Organic Chemistry, 1998
- Transformations of Chloroarenes, Catalyzed by Transition-Metal ComplexesChemical Reviews, 1994
- Structure dependence of ammonia adsorption on alkali halide clustersJournal of the American Chemical Society, 1992
- Three‐Coordinate Phosphine Complexes of Platinum(0)Published by Wiley ,1990
- A general, selective, and facile method for ketone synthesis from acid chlorides and organotin compounds catalyzed by palladiumJournal of the American Chemical Society, 1978
- Bis(tertiary phosphine)palladium(0) and -platinum(0) complexes: preparations and crystal and molecular structuresJournal of the American Chemical Society, 1976