trans-Di-mu-acetatobis[2-(di-o-tolylphosphino)benzyl]dipalladium(II)

• Catalog No.: L16948
• CAS Number: 172418-32-5
• M. F.: C46H46O4P2Pd2
• M. W.: 937.642562
• Purity: 94%

SYNONYMS

• Title: 反式二-(m)-双[2-(二邻甲苯基膦)苄基]乙酸二钯(II)
• IUPAC name: (1Z,4Z)-2,6-bis({2-[bis(2-methylphenyl)phosphanyl]phenyl}methyl)-4,8-dimethyl-1λ^4,3,5λ^4,7-tetraoxa-2,6-dipalladacycloocta-1(8),4-diene-1,5-bis(ylium)-2,6-diuide
• IUPAC Traditional name: (1Z,4Z)-2,6-bis({2-[bis(2-methylphenyl)phosphanyl]phenyl}methyl)-4,8-dimethyl-1λ^4,3,5λ^4,7-tetraoxa-2,6-dipalladacycloocta-1(8),4-diene-1,5-bis(ylium)-2,6-diuide
• Synonyms: Herrmann's Catalyst

DATABASE IDS

• MDL Number: MFCD01075746
• CAS Number: 172418-32-5

PROPERTIES

• Purity: 94%
• Melting Point: ca 230°C
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否

REFERENCES

• 'Palladacycle' catalyst, developed by W. A. Herrmann et al, which has been reported to surpass all previously known catalysts in the Heck coupling of aryl halides with olefins, with turnover numbers of up to 200,000: Angew. Chem. Int. Ed., 34, 1844 (1995); DE 4,421,730 (1995 to Hoechst A.-G.); Tetrahedron Lett., 37, 6535 (1996). Also highly effective in the Suzuki coupling of arylboronic acids with aryl halides (see Appendix 5), with turnover numbers up to 74,000: Angew. Chem. Int. Ed., 34, 1848 (1995); EP 690,046 (1996 to Hoechst A.-G.). Superior catalyst for anion-accelerated intramolecular coupling of phenols with aryl halides: J. Org. Chem., 62, 2 (1997):
  
• Catalyst for the first reported Pd catalyzed amination of an aryl chloride: Tetrahedron Lett., 38, 2073 (1997).
• For use in the Heck reaction in quaternary salt ionic liquids, see: J. Organomet. Chem., 572, 141 (1999).
• For a review of palladacycles as reactive intermediates, see: Chem. Ber./ Recl., 130, 1567 (1997). For a brief review of applications of the catalyst, see: Synlett, 878 (2001).