2000
DOI: 10.1002/(sici)1521-3765(20000515)6:10<1830::aid-chem1830>3.0.co;2-8
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Palladium/Phosphite Catalyst Systems for Efficient Cross Coupling of Aryl Bromides and Chlorides with Phenylboronic Acid

Abstract: The Suzuki reaction of aryl bromides is efficiently catalyzed by palladium/ phosphite complexes generated in situ. The influence of ligand, base, and different additives is examined. The process tolerates various functional groups and catalyst turnover numbers up to 820,000 are obtained even with deactivated aryl bromides. For the first time it is shown that palladium/phosphite complexes also catalyze efficiently the Suzuki reaction of aryl chlorides.

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Cited by 130 publications
(37 citation statements)
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“…Beller and co-workers 55 have shown that the SM reaction of aryl bromides was efficiently catalysed by palladium/phosphite complexes generated in situ (Scheme 20). This process tolerates various functional groups and a catalyst ton of 820 000 has been obtained even with deactivated aryl bromides.…”
Section: Sm Cross-coupling Reactions With Other Novel Palladium Catalmentioning
confidence: 99%
“…Beller and co-workers 55 have shown that the SM reaction of aryl bromides was efficiently catalysed by palladium/phosphite complexes generated in situ (Scheme 20). This process tolerates various functional groups and a catalyst ton of 820 000 has been obtained even with deactivated aryl bromides.…”
Section: Sm Cross-coupling Reactions With Other Novel Palladium Catalmentioning
confidence: 99%
“…2) [33] led to productive palladium catalysts for the Suzuki reaction of aryl chlorides. In general, phosphites are advantageous compared to phosphines for several reasons.…”
Section: Lilialmentioning
confidence: 97%
“…Using these phosphites as ligands, catalyst turnover numbers up to 820,000 were obtained even with deactivated aryl bromides and, for the first time, it was shown that the Pdphosphite complex generated in situ also catalyses efficiently the Suzuki reaction of aryl chlorides. 184 Beller et al 185 also demonstrated that the 1,6-diene Pd(0) monophosphine complexes 97-100 ( Figure 16) are extremely efficient catalyst precursors for Suzuki reactions of various aryl chlorides and found that, by variations of both the diene and the phosphine part of the complex, the catalytic properties of these complexes could be tuned. Interestingly, these monophosphine complexes were found to be superior to generally applied mixtures of palladium precatalysts and phosphines.…”
Section: Other Novel Palladium Catalyst Precursorsmentioning
confidence: 99%