DPEphos

DPEphos
Names
	Preferred IUPAC name [Oxydi(2,1-phenylene)]bis(diphenylphosphane)
	Other names DPEphos, Bis[(2-diphenylphosphino)phenyl] ether
Identifiers
CAS Number	166330-10-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	3492440;
ECHA InfoCard	100.203.278
EC Number	678-206-0;
PubChem CID	4285986;
CompTox Dashboard (EPA)	DTXSID20401575 ;
	InChI InChI=1S/C36H28OP2/c1-5-17-29(18-6-1)38(30-19-7-2-8-20-30)35-27-15-13-25-33(35)37-34-26-14-16-28-36(34)39(31-21-9-3-10-22-31)32-23-11-4-12-24-32/h1-28H Key: RYXZOQOZERSHHQ-UHFFFAOYSA-N;
	SMILES C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3OC4=CC=CC=C4P(C5=CC=CC=C5)C6=CC=CC=C6;
Properties
Chemical formula	C36H28OP2
Molar mass	538.567 g·mol−1
Appearance	white powder
Melting point	175–176 °C (347–349 °F; 448–449 K)
Hazards
	GHS labelling:[1]
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335, H413
Precautionary statements	P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Bis[(2-diphenylphosphino)phenyl] ether, also known as DPEphos, is a wide bite angle diphosphine ligand used in inorganic and organometallic chemistry. The name DPEphos is derived from diphenyl ether (DPE) which makes up the ligand's backbone. It is similar to Xantphos, another diphosphine ligand, but is more flexible and has a smaller bite angle (104 vs 108°).^[1] It is synthesized from chlorodiphenylphosphine and DPE.^[2]

References

^ Birkholz (née Gensow), Mandy-Nicole; Freixa, Zoraida; van Leeuwen, Piet W. N. M. (2009). "Bite angle effects of diphosphines in C–C and C–X bond forming cross coupling reactions". Chemical Society Reviews. 38 (4): 1099–118. doi:10.1039/B806211K. PMID 19421583.
^ Kranenburg, Mirko; van der Burgt, Yuri E. M.; Kamer, Paul C. J.; van Leeuwen, Piet W. N. M.; Goubitz, Kees; Fraanje, Jan (June 1995). "New Diphosphine Ligands Based on Heterocyclic Aromatics Inducing Very High Regioselectivity in Rhodium-Catalyzed Hydroformylation: Effect of the Bite Angle" (PDF). Organometallics. 14 (6): 3081–3089. doi:10.1021/om00006a057.

[vanLeeuwen09-1] Birkholz (née Gensow), Mandy-Nicole; Freixa, Zoraida; van Leeuwen, Piet W. N. M. (2009). "Bite angle effects of diphosphines in C–C and C–X bond forming cross coupling reactions". Chemical Society Reviews. 38 (4): 1099–118. doi:10.1039/B806211K. PMID 19421583.

[VanLeeuwen95-2] Kranenburg, Mirko; van der Burgt, Yuri E. M.; Kamer, Paul C. J.; van Leeuwen, Piet W. N. M.; Goubitz, Kees; Fraanje, Jan (June 1995). "New Diphosphine Ligands Based on Heterocyclic Aromatics Inducing Very High Regioselectivity in Rhodium-Catalyzed Hydroformylation: Effect of the Bite Angle" (PDF). Organometallics. 14 (6): 3081–3089. doi:10.1021/om00006a057.

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