fbpx
Wikipedia

Herrmann's catalyst

Herrmann's catalyst is an organopalladium compound that is a popular catalyst for the Heck reaction. It is a yellow air-stable solid that is soluble in organic solvents. Under conditions for catalysis, the acetate group is lost and the Pd-C bond undergoes protonolysis, giving rise to a source of "PdP(o-tol)3".

Herrmann's catalyst
Identifiers
  • 172418-32-5
ChemSpider
  • 10136140
  • 15978061
UNII
  • 0K4FY6KS4N
  • DTXSID40704833
Properties
C46H46O4P2Pd2
Molar mass 937.66 g·mol−1
Appearance yellow solid
Melting point 123-125 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

The complex is made by reaction of tris(o-tolyl)phosphine with palladium(II) acetate:[1]

2 Pd(OAc)2 + 2 P(C6H4-2-CH3)3 → 2 HOAc + Pd2(OAc)2[P(C6H4-2-CH2)(C6H4-2-CH3)2]2

Many analogues of Hermann's catalyst have been developed, e.g. palladacycles obtained from 2-aminobiphenyl.[2]

References

  1. ^ Herrmann, W. A.; Brossmer, C.; Reisinger, C.-P.; Riermeier, T. H.; Öfele, K.; Beller, M. (1997). "Palladacycles: Efficient New Catalysts for the Heck Vinylation of Aryl Halides". Chemistry – A European Journal. 3: 1357–1364. doi:10.1002/chem.19970030823.
  2. ^ Bruneau, A.; Roche, M.; Alami, M.; Messaoudi, S. (2015). "2-Aminobiphenyl Palladacycles: The "Most Powerful" Precatalysts in C–C and C–Heteroatom Cross-Couplings". ACS Catalysis. 5: 1386–1396. doi:10.1021/cs502011x.

herrmann, catalyst, organopalladium, compound, that, popular, catalyst, heck, reaction, yellow, stable, solid, that, soluble, organic, solvents, under, conditions, catalysis, acetate, group, lost, bond, undergoes, protonolysis, giving, rise, source, identifier. Herrmann s catalyst is an organopalladium compound that is a popular catalyst for the Heck reaction It is a yellow air stable solid that is soluble in organic solvents Under conditions for catalysis the acetate group is lost and the Pd C bond undergoes protonolysis giving rise to a source of PdP o tol 3 Herrmann s catalyst IdentifiersCAS Number 172418 32 5ChemSpider 10136140PubChem CID 15978061UNII 0K4FY6KS4NCompTox Dashboard EPA DTXSID40704833PropertiesChemical formula C 46H 46O 4P 2Pd 2Molar mass 937 66 g mol 1Appearance yellow solidMelting point 123 125 CExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references The complex is made by reaction of tris o tolyl phosphine with palladium II acetate 1 2 Pd OAc 2 2 P C6H4 2 CH3 3 2 HOAc Pd2 OAc 2 P C6H4 2 CH2 C6H4 2 CH3 2 2Many analogues of Hermann s catalyst have been developed e g palladacycles obtained from 2 aminobiphenyl 2 References Edit Herrmann W A Brossmer C Reisinger C P Riermeier T H Ofele K Beller M 1997 Palladacycles Efficient New Catalysts for the Heck Vinylation of Aryl Halides Chemistry A European Journal 3 1357 1364 doi 10 1002 chem 19970030823 Bruneau A Roche M Alami M Messaoudi S 2015 2 Aminobiphenyl Palladacycles The Most Powerful Precatalysts in C C and C Heteroatom Cross Couplings ACS Catalysis 5 1386 1396 doi 10 1021 cs502011x Retrieved from https en wikipedia org w index php title Herrmann 27s catalyst amp oldid 1128510398, wikipedia, wiki, book, books, library,

article

, read, download, free, free download, mp3, video, mp4, 3gp, jpg, jpeg, gif, png, picture, music, song, movie, book, game, games.