4-(DIMETHYLAMINO)PHENYLDIPHENYLPHOSPHINE

Under nitrogen protection, 1L three bottles, From 50 g of 4-bromo-N, N-dimethylaniline, 7 g of magnesium turnings and 400 ml of anhydrousTHF to produce Grignard reagent, Refluxed for 10 hours, reduced to room temperature, 2.9 g of tetrakis (triphenylphosphine) palladium was added, Stirred for 3 hours, 61 g of diphenylphosphonium chloride was added dropwise at room temperature, The reaction was refluxed for 8 hours.And the mixture was added dropwise to the reaction solution under ice-water bath200 mL of saturated aqueous ammonium chloride was quenched, Liquid separation, the organic phase solution, Add methanol crystallization, And filtered to obtain 74 g of white 4- (N, N-dimethylamino) diphenylphosphine benzene, Yield 96percent.General procedure: To a solution of [Fe2(CO)6(m-SCH2CH2CH2S)] (0.039 g, 0.10 mmol) and methyl diphenylphosphinite(0.022 g, 0.10 mmol) in CH2Cl2 (5 mL) was added a solution ofMe3NO2H2O (0.011 g, 0.10 mmol) in MeCN (5 mL). The mixture was stirred at roomtemperature for 1 h and then the solvent was reduced on a rotary evaporator. Theresidue was subjected to TLC using CH2Cl2/petroleum ether 1:5 (v/v) as eluent.From the main red band, 0.045 g (78%) of 2 was obtained as a red solid. IR (CH2Cl2, cm1): mCO 2045 (vs), 1983 (vs), 1933 (m). 1H NMR (500 MHz, CDCl3): 7.78 (s, 4H, PhH), 7.45 (s, 6H, PhH), 3.61 (d, J12.5 Hz, 3H, CH3), 1.88 (s, 2H, CH2), 1.63 (s, 4H, 2SCH2)ppm. 31Pf1Hg NMR (200 MHz, CDCl3, 85% H3PO4): 167.75 (s) ppm. 13Cf1Hg NMR(125 MHz, CDCl3): 213.67 (d, JP-C 13.7 Hz, PFeCO), 209.61 (s, FeCO), 139.22 (d, JP-C 42.9 Hz, i-PhC), 131.07 (d, JP-C 12.2 Hz, o-PhC), 130.73 (s, p-PhC), 128.43 (d, JP-C 9.7 Hz, m-PhC), 53.16 (s, CH3), 30.09 (s, SCH2), 22.01 (s, CH2) ppm. Anal. Calcd. forC21H19Fe2O6PS2: C, 43.93; H, 3.34. Found: C, 44.06; H, 3.52%.General procedure: To a solution of [Fe2(CO)6{mu-SC6H3(CH3)S}] (0.043 g, 0.1 mmol) and ethyl diphenylphosphinite (0.023 g, 0.1 mmol) in CH2Cl2(5 mL) was added a solution of Me3NO·2H2O (0.011 g, 0.1 mmol) in MeCN (5 mL). The mixture was stirred at room temperature for 1 h and then the solvent was reduced on a rotary evaporator. The residue was subjected to TLC using CH2Cl2/petroleum ether = 1:4(v/v) as eluent.

Used as a catalyst for the following reactions: Preparation of dicyano(aryl)cyclohexene carboxylate by regioselective cyclization reaction, diastereoselective cyclization addition reaction of styryl allenoates, methyl bromide Interfacial carbonylation of benzyl chloride, hydroformylation of octene; for selective reduction of disulfide inline peptide-nucleic acid scavenger

Molecular Weight:305.4
XLogP3:4.7
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:305.133336640
Monoisotopic Mass:305.133336640
Topological Polar Surface Area:3.2
Heavy Atom Count:22
Complexity:292
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes