Chemistry:BiPhePhos

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BiPhePhos
BiPhePhos.svg
Names
Preferred IUPAC name
6,6′-[(3,3′-Di-tert-butyl-5,5′-dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(oxy)]bis(6H-dibenzo[d,f][1,3,2]dioxaphosphepine)
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 700-178-6
UNII
Properties
C46H44O8P2
Molar mass 786.798 g·mol−1
Appearance white solid
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H315, H319, H335, H412
P261, P264, P271, P273, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

BiPhePhos is an organophosphorus compound that is used as a ligand in homogeneous catalysis. Classified as a diphosphite, BiPhePhos is derived from three 2,2'-biphenol groups, which constrain its shape in such a way to confer high selectivity to derived catalysts.[1] Originally described by workers at Union Carbide,[2] it has become a standard ligand in hydroformylation.[3][4]

See also

References

  1. Gual, Aitor; Godard, Cyril; de la Fuente, Verónica; Castillón, Sergio (2012). "Design and Synthesis of Phosphite Ligands for Homogeneous Catalysis". Phosphorus(III) Ligands in Homogeneous Catalysis: Design and Synthesis. pp. 81–131. doi:10.1002/9781118299715.ch3. ISBN 9781118299715. 
  2. Billig, Ernst; Abatjoglou, Anthony G.; Bryant, David R. (1988). "Homogeneous Rhodium Carbonyl Compound-Phosphite Ligand Catalysts and Process for Olefin Hydroformylation". US 4769498 a 19880906 to Union Carbide. 
  3. Cuny, Gregory D.; Buchwald, Stephen L. (1993). "Practical, High-Yield, Regioselective, Rhodium-Catalyzed Hydroformylation of Functionalized α-olefins". Journal of the American Chemical Society 115 (5): 2066–2068. doi:10.1021/ja00058a079. 
  4. Van Rooy, Annemiek; Kamer, Paul C. J.; Van Leeuwen, Piet W. N. M.; Goubitz, Kees; Fraanje, Jan; Veldman, Nora; Spek, Anthony L. (1996). "Bulky Diphosphite-Modified Rhodium Catalysts: Hydroformylation and Characterization". Organometallics 15 (2): 835–847. doi:10.1021/OM950549K. http://dare.uva.nl/personal/pure/en/publications/bulky-diphosphite-modified-rhodium-catalyst-hydroformylation-and-characterization(c06c2654-cecb-4e97-84ba-f1fdfb51ad35).html.