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4-(DIMETHYLAMINO)PHENYLDIPHENYLPHOSPHINE is an organophosphine compound characterized by its aromatic structure and dimethylamino functional group. It is known for its unique chemical properties and reactivity, making it a versatile molecule in various chemical reactions and applications.

739-58-2

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739-58-2 Usage

Uses

Used in Catalyst Applications:
4-(DIMETHYLAMINO)PHENYLDIPHENYLPHOSPHINE is used as a catalyst in the following reactions for the specified reasons:
1. Preparation of dicyano(aryl)cyclohexenecarboxylic acid esters via regioselective annulation: It facilitates the selective formation of the desired product by stabilizing intermediates and enhancing the reaction rate.
2. Diastereoselective cycloaddition of styrenyl allenoates: The catalyst aids in controlling the stereochemistry of the reaction, leading to the preferential formation of specific diastereomers.
3. Interfacial carbonylation of methylbenzyl bromide: It promotes the carbonylation reaction at the interface, enhancing the yield and selectivity of the desired product.
4. Hydroformylation of octene: The catalyst plays a crucial role in the hydroformylation process, selectively producing the desired aldehyde with high efficiency.
5. Reducing agent for selectivity of disulfide-internally linked peptide-nucleic acid cleavage: It selectively reduces disulfide bonds in the presence of peptide-nucleic acid, enabling controlled and specific cleavage reactions.

Check Digit Verification of cas no

The CAS Registry Mumber 739-58-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,3 and 9 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 739-58:
(5*7)+(4*3)+(3*9)+(2*5)+(1*8)=92
92 % 10 = 2
So 739-58-2 is a valid CAS Registry Number.
InChI:InChI=1/C20H20NP/c1-21(2)17-13-15-20(16-14-17)22(18-9-5-3-6-10-18)19-11-7-4-8-12-19/h3-16H,1-2H3

739-58-2 Well-known Company Product Price

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  • TCI America

  • (D2478)  4-(Dimethylamino)phenyldiphenylphosphine  >95.0%(GC)

  • 739-58-2

  • 1g

  • 420.00CNY

  • Detail
  • TCI America

  • (D2478)  4-(Dimethylamino)phenyldiphenylphosphine  >95.0%(GC)

  • 739-58-2

  • 5g

  • 1,390.00CNY

  • Detail
  • Aldrich

  • (395021)  4-(Dimethylamino)phenyldiphenylphosphine  95%

  • 739-58-2

  • 395021-5G

  • 1,813.50CNY

  • Detail

739-58-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(Diphenylphosphino)-N,N-dimethylaniline

1.2 Other means of identification

Product number -
Other names 4-diphenylphosphanyl-N,N-dimethylaniline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:739-58-2 SDS

739-58-2Synthetic route

4-bromo-N,N-dimethylaniline
586-77-6

4-bromo-N,N-dimethylaniline

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Conditions
ConditionsYield
Stage #1: 4-bromo-N,N-dimethylaniline With magnesium In tetrahydrofuran for 10h; Inert atmosphere; Reflux;
Stage #2: chloro-diphenylphosphine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 11h; Reflux; Inert atmosphere;
96%
With tetrabutylammonium tetrafluoroborate; (2,2'-bipyridine)nickel(II) dibromide In N,N-dimethyl-formamide electrochemical coupling;70%
With tetrabutylammonium tetrafluoroborate; (2,2'-bipyridine)nickel(II) dibromide In N,N-dimethyl-formamide Electrolysis;70%
(4-(dimethylamino)phenyl)diphenylphosphine oxide
797-72-8

(4-(dimethylamino)phenyl)diphenylphosphine oxide

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Conditions
ConditionsYield
With 1,3-diphenyl-disiloxane In toluene at 110℃; Sealed tube; chemoselective reaction;89%
diphenylphosphane
829-85-6

diphenylphosphane

4-cyano-N,N-dimethylaniline
1197-19-9

4-cyano-N,N-dimethylaniline

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); 8-quinolinol; potassium tert-butylate In 1,4-dioxane at 90℃; for 16h; Catalytic behavior; Schlenk technique; Inert atmosphere;70%
(4-dimethylamino-phenyl)-phosphonous acid dichloride
29972-74-5

(4-dimethylamino-phenyl)-phosphonous acid dichloride

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Conditions
ConditionsYield
With sodium; chlorobenzene; benzene ueber mehrere Stufen;
(4-dimethylamino-phenyl)-phosphonous acid dichloride
29972-74-5

(4-dimethylamino-phenyl)-phosphonous acid dichloride

phenylmagnesium bromide

phenylmagnesium bromide

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Conditions
ConditionsYield
In diethyl ether
N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Conditions
ConditionsYield
With pyridine; aluminium trichloride In benzene
4-bromo-N,N-dimethylaniline
586-77-6

4-bromo-N,N-dimethylaniline

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: magnesium; iodine / tetrahydrofuran / 1.5 h / 60 °C
1.2: 18 h / 0 - 23 °C
2.1: 1,3-diphenyl-disiloxane / toluene / 110 °C / Sealed tube
View Scheme
chloro(dimethylsulfide) gold(I)
29892-37-3

chloro(dimethylsulfide) gold(I)

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

[(4-dimethylaminophenyl)diphenylphosphine]gold(I) chloride
137008-26-5

[(4-dimethylaminophenyl)diphenylphosphine]gold(I) chloride

Conditions
ConditionsYield
In tetrahydrofuran byproducts: (CH3)2S; under N2; dropwise addn. of soln. of phosphane to suspension of Au-compd. at 0°C, stirred for 15 min, warmed to room temp.; concd., pptn. by addn. of pentane, dried (high vac.); elem. anal.;97%
byproducts: (CH3)2S; according to: D. B. Dyson, R. V. Parish, C. A. McAuliffe, R. Fields, Hyperfine interact. 40 (1988) 327.;97.5%
silver thiocyanate
1701-93-5

silver thiocyanate

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

C82H80Ag2N6P4S2

C82H80Ag2N6P4S2

Conditions
ConditionsYield
In acetonitrile Reflux;92%
[Fe2(CO)6{μ-SCH2CH(CH2CH3)S}]

[Fe2(CO)6{μ-SCH2CH(CH2CH3)S}]

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

[Fe2(CO)5{Ph2P(4-C6H4NMe2)}{μ-SCH2CH(CH2CH3)S}]

[Fe2(CO)5{Ph2P(4-C6H4NMe2)}{μ-SCH2CH(CH2CH3)S}]

Conditions
ConditionsYield
With trimethylamine-N-oxide In dichloromethane; acetonitrile at 20℃; for 1h;91%
iron(III) chloride
7705-08-0

iron(III) chloride

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

mer-[iron(III)(chloride)3(4-(dimethylamino)phenyldiphenylphosphine)3]

mer-[iron(III)(chloride)3(4-(dimethylamino)phenyldiphenylphosphine)3]

Conditions
ConditionsYield
In acetonitrile PPh2(p-C6H4NMe2) (0.66 mmol) soln. added dropwise to FeCl3 (0.22 mmol) soln., refluxed under N2 for 1 h, cooled; solvent evapd., solid mass washed with ether and hexane, dried under vac., recrystd. from CH3CN;86%
(1,2,5,6-η4-cycloocta-1,5-diene)bis(4-methoxyphenyl)platinum(II)

(1,2,5,6-η4-cycloocta-1,5-diene)bis(4-methoxyphenyl)platinum(II)

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

cis-bis({4-(dimethylamino)phenyl}diphenylphosphane)bis(4-methoxyphenyl)platinum(II)

cis-bis({4-(dimethylamino)phenyl}diphenylphosphane)bis(4-methoxyphenyl)platinum(II)

Conditions
ConditionsYield
In dichloromethane dropping of soln. of phosphane derivative to soln. of Pt complex then stirring at 0°C for 4 h; evapg. of solvent, hydrolysing with ice water, sepg., extg. of aq. layer with C6H6 then CH2Cl2, washing with H2O, drying over MgSO4, evapg. to dryness, dissolving in CH2Cl2 then pptg. with acetone; elem. anal.;84.5%
copper(l) iodide
7681-65-4

copper(l) iodide

acetonitrile
75-05-8

acetonitrile

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

[Cu4I4(4-(diphenylphosphino)-N,N-dimethylaniline)4]*CH3CN

[Cu4I4(4-(diphenylphosphino)-N,N-dimethylaniline)4]*CH3CN

Conditions
ConditionsYield
at 20℃; for 6h;79.69%
Rh6(μ3-CO)4(CO)11(NCCH3)

Rh6(μ3-CO)4(CO)11(NCCH3)

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Rh6(CO)15(4-(dimethylamino)phenyldiphenylphosphine)

Rh6(CO)15(4-(dimethylamino)phenyldiphenylphosphine)

Conditions
ConditionsYield
In dichloromethane byproducts: Rh6(CO)16; (Ar); addn. of phosphine deriv. to CH2Cl2 soln. of rhodium compd., stirring for few mins; evapn., dissolving in CH2Cl2, addn. of hexane, chromy. (silica gel, CH2Cl2/hexane (1/2)), evapn., NMR and MS;78%
potassium tetrachloroplatinate(II)
10025-99-7

potassium tetrachloroplatinate(II)

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

trans-dichlorobis{(4-(dimethylamino)phenyl)diphenylphosphane}platinum(II)
92451-52-0, 92471-71-1

trans-dichlorobis{(4-(dimethylamino)phenyl)diphenylphosphane}platinum(II)

Conditions
ConditionsYield
In xylene addn. of finelly grinded K2(PtCl4) to soln. of phosphane derivative; refluxing of suspension for 25 h under N2;; filtering, washing with ethanol/water (1:1), drying in desiccator above silica gel; elem. anal.;73%
1,3-(μ-propanedithiolato)diironhexacarbonyl

1,3-(μ-propanedithiolato)diironhexacarbonyl

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

pentacarbonyl(propane-1,3-dithiolato)-4-(dimethylamino)phenyldiphenylphosphino diiron(I)

pentacarbonyl(propane-1,3-dithiolato)-4-(dimethylamino)phenyldiphenylphosphino diiron(I)

Conditions
ConditionsYield
With trimethylamine-N-oxide In dichloromethane; acetonitrile at 20℃; for 1h;73%
μ-(1,2-ethanedithilato)diironhexacarbonyl

μ-(1,2-ethanedithilato)diironhexacarbonyl

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

(μ-SCH2CH2S-μ)Fe2(CO)5(4-(dimethylamino)phenyldiphenylphosphine)

(μ-SCH2CH2S-μ)Fe2(CO)5(4-(dimethylamino)phenyldiphenylphosphine)

Conditions
ConditionsYield
With trimethylamine-N-oxide In dichloromethane; acetonitrile at 20℃; for 1h;71%
Fe2(CO)6[μ-SCCHCHC(CH3)CHCS]

Fe2(CO)6[μ-SCCHCHC(CH3)CHCS]

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

[Fe2(CO)5(Ph2P(4‑C6H4NMe2)){μ‑SC6H3(CH3)S}]

[Fe2(CO)5(Ph2P(4‑C6H4NMe2)){μ‑SC6H3(CH3)S}]

Conditions
ConditionsYield
With trimethylamine-N-oxide dihydrate In dichloromethane; acetonitrile at 20℃; for 1h;70%
bis(piperidyl)tetracarbonylmolybdenum(0)
65337-26-0, 59967-36-1

bis(piperidyl)tetracarbonylmolybdenum(0)

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Mo(CO)4(P(C6H5)2(C6H4N(CH3)2))2
252650-89-8

Mo(CO)4(P(C6H5)2(C6H4N(CH3)2))2

Conditions
ConditionsYield
In dichloromethane (N2); reflux (15 min); filtration, concn., addn. of MeOH, left in a freezer (overnight), filtration, drying in air, purifn. by dissoln. in hot MeOH and crystn. at -20°C; elem. anal.;62%
dodecacarbonyl-triangulo-triruthenium
15243-33-1

dodecacarbonyl-triangulo-triruthenium

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Ru3*9CO*3P(C6H5)2(C6H4N(CH3)2) = [Ru3(CO)9(P(C6H5)2(C6H4N(CH3)2))3]

Ru3*9CO*3P(C6H5)2(C6H4N(CH3)2) = [Ru3(CO)9(P(C6H5)2(C6H4N(CH3)2))3]

Conditions
ConditionsYield
In toluene (N2); reflux (30 min); chromy. (SiO; light petroleum/CH2Cl2); elem. anal.;53%
4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

methyl iodide
74-88-4

methyl iodide

(4-dimethylamino-phenyl)-methyl-diphenyl-phosphonium; hydroxide

(4-dimethylamino-phenyl)-methyl-diphenyl-phosphonium; hydroxide

Conditions
ConditionsYield
laesst auf das Jodid in heisser alkoholischer Loesung Silberoxyd einwirken;
4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

(4-(dimethylamino)phenyl)diphenylphosphine oxide
797-72-8

(4-(dimethylamino)phenyl)diphenylphosphine oxide

Conditions
ConditionsYield
With iron(III) chloride
With dihydrogen peroxide In water; acetone at 5 - 10℃; for 0.25h;
With dihydrogen peroxide In dichloromethane for 0.5h;
4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

4-diphenylthiophosphinoyl-N,N-dimethyl-aniline
1041-99-2

4-diphenylthiophosphinoyl-N,N-dimethyl-aniline

Conditions
ConditionsYield
With sulfur In toluene at 25℃; Rate constant; Mechanism;
With carbon disulfide; sulfur
benzyl bromide
100-39-0

benzyl bromide

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Diphenyl-benzyl-<4-dimethylaminophenyl>-phosphoniumbromid
2067-89-2

Diphenyl-benzyl-<4-dimethylaminophenyl>-phosphoniumbromid

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Diphenyl-<4-dimethylaminophenyl>-aethoxycarbonylmethyl-phosphoniumbromid

Diphenyl-<4-dimethylaminophenyl>-aethoxycarbonylmethyl-phosphoniumbromid

allyl bromide
106-95-6

allyl bromide

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Allyl-diphenyl-<4-dimethylaminophenyl>-phosphoniumbromid

Allyl-diphenyl-<4-dimethylaminophenyl>-phosphoniumbromid

chloroacetone
78-95-5

chloroacetone

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Diphenyl-<4-dimethylaminophenyl>-acetonyl-phosphoniumbromid

Diphenyl-<4-dimethylaminophenyl>-acetonyl-phosphoniumbromid

Phenyl azide
622-37-7

Phenyl azide

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

N--anilin
13406-16-1

N--anilin

Conditions
ConditionsYield
In benzene at 25℃; Rate constant;
diazodiphenylmethane
908093-98-1

diazodiphenylmethane

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Benzophenon-p-dimethylaminophenyl-diphenyl-phosphazin
13271-40-4

Benzophenon-p-dimethylaminophenyl-diphenyl-phosphazin

Conditions
ConditionsYield
In benzene
2-chloroethanal
107-20-0

2-chloroethanal

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

Formylmethyl-diphenyl-<4-dimethylaminophenyl>-phosphoniumbromid

Formylmethyl-diphenyl-<4-dimethylaminophenyl>-phosphoniumbromid

2-<2-<4-(bromomethyl)phenyl>ethenyl>-1,3-benzothiazole
58702-55-9

2-<2-<4-(bromomethyl)phenyl>ethenyl>-1,3-benzothiazole

2'-methoxy-(1,1'-biphenyl)-2-diazonium tetrafluoroborate

2'-methoxy-(1,1'-biphenyl)-2-diazonium tetrafluoroborate

4-(N,N-Dimethylamino)triphenylphosphine
739-58-2

4-(N,N-Dimethylamino)triphenylphosphine

2-(4-{[(4-dimethylamino-phenyl)-diphenyl-phosphonio]-methyl}-styryl)-3-methyl-benzothiazolium; diperchlorate

2-(4-{[(4-dimethylamino-phenyl)-diphenyl-phosphonio]-methyl}-styryl)-3-methyl-benzothiazolium; diperchlorate

Conditions
ConditionsYield
(i) CH2Cl2, (ii) /BRN= 916331/, DMF, (iii) aq. NaClO4, EtOH; Multistep reaction;

739-58-2Relevant articles and documents

[4-(N,N-dimethylamino)phenyl]diphenylphosphine oxide and its partial oxides: An isomorphous crystal series

Lynch, Daniel E.,Smith, Graham,Byriel, Karl A.,Kennard, Colin H.L.

, p. 1135 - 1139 (2003)

The title compound [4-(N,N-dimethylamino)phenyl]diphenylphosphine oxide (1) has been synthesized and its single-crystal X-ray structure determined. The structures of two 'partial' oxides of the parent compound, (2) and (3) (50% and 25% oxidized), isolated from the intermediate phosphine reaction product have also been determined, yielding an unusual isomorphous crystal series. An apparent P-O bond shortening with increasing oxidation is also observed across the series (1)-(3) (1.480(4), 1.351(4), 1.280(4) A respectively) and is considered an artifact of the structure refinement. The packing in the crystals shows primary one-dimensional chains with weak head-to-tail associations between the oxide oxygen (three-centre) and two hydrogen atoms from separate methyl groups of the N-substituted amine (range C-H...O 3.115(4)-3.356(8) A), extended into a sheet structure by peripheral inter-chain C-H (aromatic)...O (oxide) associations.

The Trityl-Cation Mediated Phosphine Oxides Reduction

Landais, Yannick,Laye, Claire,Lusseau, Jonathan,Robert, Frédéric

supporting information, p. 3035 - 3043 (2021/05/10)

Reduction of phosphine oxides into the corresponding phosphines using PhSiH3 as a reducing agent and Ph3C+[B(C6F5)4]? as an initiator is described. The process is highly efficient, reducing a broad range of secondary and tertiary alkyl and arylphosphines, bearing various functional groups in generally good yields. The reaction is believed to proceed through the generation of a silyl cation, which reaction with the phosphine oxide provides a phosphonium salt, further reduced by the silane to afford the desired phosphine along with siloxanes. (Figure presented.).

Chemoselective Reduction of Phosphine Oxides by 1,3-Diphenyl-Disiloxane

Buonomo, Joseph A.,Eiden, Carter G.,Aldrich, Courtney C.

, p. 14434 - 14438 (2017/10/23)

Reduction of phosphine oxides to the corresponding phosphines represents the most straightforward method to prepare these valuable reagents. However, existing methods to reduce phosphine oxides suffer from inadequate chemoselectivity due to the strength of the P=O bond and/or poor atom economy. Herein, we report the discovery of the most powerful chemoselective reductant for this transformation to date, 1,3-diphenyl-disiloxane (DPDS). Additive-free DPDS selectively reduces both secondary and tertiary phosphine oxides with retention of configuration even in the presence of aldehyde, nitro, ester, α,β-unsaturated carbonyls, azocarboxylates, and cyano functional groups. Arrhenius analysis indicates that the activation barrier for reduction by DPDS is significantly lower than any previously calculated silane reduction system. Inclusion of a catalytic Br?nsted acid further reduced the activation barrier and led to the first silane-mediated reduction of acyclic phosphine oxides at room temperature.

A preparation method of compound phosphine benzene apperception (by machine translation)

-

Paragraph 0090; 0091; 0092; 0093, (2016/11/14)

The invention relates to a method for preparing phosphine benzene apperception compound, the bromine compound is made with the magnesium reaction of Grignard reagent, then using four (triphenylphosphine) palladium-catalyzed bromophenylacetic compound phosphine chlorination reaction with the Grignard reagent. The specific method is, under the protection of inert gas, the bromo compound is made with the magnesium chips and organic solvent Grignard reagent, reflux 2 the [...] 10 hours; joined four at room temperature (triphenylphosphine) palladium, stirring 10 minutes to 3 hours, chlorinated room temperature instillment phosphine composition, reflux reaction the 1 [...] 10 hours; in the ice water bath in the fluid adds by drops full and weak acid to the reaction under weak alkali salt-water solution, liquid, organic phase exsolution, alcohol solvent crystallization, filtering to obtain compound phosphine benzene. The preparation method of this invention not only greatly improves manufacturing yield, and after treatment is simple, the process of repeated washing with ammonia water, the manufacturing process is simplified, is beneficial for large-scale industrial production. (by machine translation)

Nickel-catalysed P-C bond formation via P-H/C-CN cross coupling reactions

Zhang, Ji-Shu,Chen, Tieqiao,Yang, Jia,Han, Li-Biao

supporting information, p. 7540 - 7542 (2015/05/04)

Nickel-catalysed P-H/C-CN cross coupling reactions take place efficiently under mild reaction conditions affording the corresponding sp2C-P bonds. This transformation provides a convenient method for the preparation of arylphosphines and arylphosphine oxides from the readily available P-H compounds and arylnitriles. This journal is

Electrosynthesis of triorganylphosphines from organic halides and chlorophosphines, catalyzed by nickel complexes

Budnikova,Kargin,Sinyashin

, p. 524 - 528 (2007/10/03)

The possibility of cross coupling of organic halides and chlorophosphines under the action of electrochemically generated Ni(0) complexes of 2,2′-bipy is shown. The final triorganylphosphines are formed by several pathways, including reaction of the σ complex of ArNiX with chlorophosphine and electron transfer-induced reductive elimination of Ph2PArNiX, leading to the cross-coupling product.

Nickel-catalysed electrochemical coupling between mono- or di-chlorophenylphosphines and aryl or heteroaryl halides

Budnikova, Yulia,Kargin, Yuri,Nedelec, Jean-Yves,Perichon, Jacques

, p. 63 - 66 (2007/10/03)

Nickel-catalysed electrochemical cross-coupling between aryl- or heteroaryl-halides and chlorodiphenylphosphine or dichlorophenylphosphine affords tertiary phosphines in good to high yields.

Syntheses and Spectroscopic Investigations of Substituted cis- and trans-Dichlorobis(triphenylphospane)platinum(II) Compounds

Brune, Hans Albert,Falck, Manfred,Hemmer, Reinhard,Schmidtberg, Guenter,Alt, Helmut G.

, p. 2791 - 2802 (2007/10/02)

Compounds of the type cis- and trans-dichlorobis(triphenylphosphane)platinum(II) (3) with substituents of different electronic character in the phenyl rings bonded to phosphorus have been synthesized.The coupling constants 1J and the chloro-platinum valence vibrational frequencies are demonstrated to be criteria for unambiguous discrimination between cis- and trans-configurations at platinum; a linear correlation exists between the sum of the ?-constants of the sustituents at the triphenylphosphane and the coupling constants 1J.

PHOSPHORORGANISCHE VERBINDUNGEN 102. TERTIAERE PHOSPHINE MIT o-DIALKYLAMINOPHENYL- UND ORTHO-DIALKYLAMINOBENZYLGRUPPEN

Horner, L.,Simons, G.

, p. 165 - 176 (2007/10/02)

N,N-dialkylarylamines and N,N-dialkylbenzylamines are lithiated with n-butyllithium (n-BuLi) under the assistance of tetramethylethylenediamine (TMEDA) in the ortho-position.According the Eqs. (1) and (4) triarylphosphines (30-50percent) are obtained. 1-(N,N-dimethylamino)-naphthalene and N,N-dimethyl-1-(1-naphthyl)-ethylamine 18 are lithiated in the 8-position.In N,N-dimethyl-1-(2-naphthyl)-ethylamine 19 the 1- and 3-position is lithiated in nearly equal amount.Experiments to introduce lithium twice into the model compounds 28-30 are without success.

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