1,1′-Binaphthyl-2-[di(tert)-butyl]phosphine

[255836-67-0] C28H31P (MW 398.52) InChI = 1S/C28H31P/c1-27(2,3)29(28(4,5)6)25-19-18-21-13-8-10-16-23(21)26(25)24-17-11-14-20-12-7-9-15-22(20)24/h7-19H,1-6H3 InChIKey = QGBQGMHXBSLYLZ-UHFFFAOYSA-N (reagent used as ligand in palladium-catalyzed CO, CN, and CC bond forming reactions) Physical Data: mp 147–149 °C. Solubility: soluble in most organic solvents. Form Supplied in: white crystalline solid, commercially available. Analysis of Reagent Purity: 1H and 31P NMR. Purification: typically used as obtained from commercial sources. Preparative Method: 1,1′-binaphthyl-2-[di(tert)-butyl]phosphine 1 is synthesized from 2-bromo-1,1′-binaphthyl. Treatment with magnesium turnings and subsequent transmetalation with CuCl followed by phosphinylation with di-tert-butylchlorophosphine provides pure 1 after recrystallization from ethanol (eq 1).3 (1) Handling, Storage, and Precautions: moderately stable under aerobic conditions. Long-term storage under argon or nitrogen atmosphere is recommended. Irritating to skin, eyes, and mucous membrane. Long-term effects are unknown.