23582-06-1

Usage

Uses

Used in Organometallic Chemistry:
[2-(diphenylarsino)ethyl]diphenylphosphine is used as a ligand in organometallic chemistry for its ability to form stable complexes with metal ions, which is crucial for the development of new coordination compounds and the study of their properties.
Used in Catalysis:
In the field of catalysis, [2-(diphenylarsino)ethyl]diphenylphosphine is utilized as a catalyst or a catalyst precursor, leveraging its unique structure to facilitate various chemical reactions, thereby enhancing the efficiency and selectivity of the processes.
Used in the Synthesis of Organic and Inorganic Compounds:
[2-(diphenylarsino)ethyl]diphenylphosphine is employed as a reagent or intermediate in the synthesis of a variety of organic and inorganic compounds, contributing to the advancement of material science and the creation of new chemical entities with potential applications in various industries.
Used in Academic Research:
In academic research, [2-(diphenylarsino)ethyl]diphenylphosphine serves as a subject of study for understanding its fundamental properties, exploring its coordination chemistry, and investigating its potential uses in various chemical transformations and processes.
Used in Industrial Research and Development:
In industrial research and development, [2-(diphenylarsino)ethyl]diphenylphosphine is used for the design and optimization of new chemical processes, the creation of innovative materials, and the improvement of existing technologies, driving advancements in various sectors such as pharmaceuticals, materials science, and chemical engineering.

InChI:InChI=1/C26H24AsP/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h1-20H,21-22H2

Synthetic route

(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0) (12146-37-1, 124717-04-0) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → (1-diphenylphosphino-2-diphenylarsinoethane)molybdenum tetracarbonyl (53557-42-9) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0)

Conditions	Yield
In tetrahydrofuran reaction in a calorimeter under argon;	A 100% B n/a

[Pd(3,4-Me2C6H2C(Me)=NN(H)(3'-(CF3)C4H2N2))Cl] (1174037-38-7) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) + sodium perchlorate + silver trifluoromethanesulfonate (2923-28-6) → [Pd(3,4-Me2C6H2C(Me)=NN(H)(3'-(CF3)C4H2N2))(PPh2(CH2)2AsPh2)]ClO4 (1174037-43-4)

Conditions	Yield
In acetone byproducts: AgCl; Ag salt was added to soln. of Pd complex in acetone; stirred for 4 h; filtered through Celite; P-As ligand was added to filtrate; stirred for 2 h; NaClO4 was added; stirred for 1 h; H2O added; filtered; dried (vac.); elem. anal.;	99%

ammonium hexafluorophosphate + chloro(η5-cyclopentadienyl)(1,10-phenanthroline)ruthenium(II) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → bis(η5-cyclopentadienyl)bis(1,10-phenanthroline)(μ-1-(diphenylphosphino)-2-(diphenylarsino)ethane)diruthenium(II) hexafluorophosphate (109011-10-1)

Conditions	Yield
In ethanol a suspn. of Ru-complex in EtOH was treated with an ethanol soln. of dppae under inert atmosphere, mixt. was heated under reflux for 20 min, filtered, cooled to room temp., a soln. of NH4PF6 in EtOH was added; ppt. was isolated by filtration, washed with Et2O; elem. anal.;	98%

(η-cyclopentadienyl)(η-cyclopentadiene)nickel tetrafluoroborate (84651-76-3) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → cyclopentadienylnickel(diphenylphosphino(diphenylarsino)ethylidene) (85412-97-1) + cyclopenta-1,3-diene (542-92-7)

Conditions	Yield
In chloroform under Ar, Ni complex and ligand stirred in CHCl3 for 5 min; filtered, filtrate dropped in ether, filtered, dried in vac., elem. anal.;	A 93% B n/a

ammonium hexafluorophosphate + [Pd(5-(COH)C6H3C(H)N(cyclohexyl)-C2,N)(μ-Cl)]2 (174865-79-3) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → [Pd(4-(COH)C6H3C(H)=NCy-C2,N)(1-diphenylphosphino-2-diphenylarsinoethane-P,As)][PF6] (523977-74-4)

Conditions	Yield
In acetone ligand (2 equiv.) added to soln. of Pd complex in acetone; stirred at room temp. for 2 h; NH4PF6 (1 equiv.) added; stirred for 1 h; water added dropwise; stirred for 2 h; filtered; ppt. washed with water; dried in vac. over anhyd. CaCl2; recrystd. from CH2Cl2-n-hexane; elem. anal.;	88%

[Pd(CH2CMe2PtBu2)(μ-Cl)]2 + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → Pd(2+)*Cl(1-)*((CH3)3C)2PC4H8(1-)*(C6H5)2PCH2CH2As(C6H5)2=(PdCl(((CH3)3C)2PC(CH3)2CH2)((C6H5)2PCH2CH2As(C6H5)2))

Conditions	Yield
In benzene to stirred soln. (Pt2Cl2(Bu2tPCMe2CH2)2) in benzene added ape and react. mixt. stirred at 40°C for 5 h under N2 atm.; soln. concd., hexane added, solid filtered, washed with ether and vac. dried; elem. anal.;	86%

chloro(methyl)(1,5-cyclooctadiene)platinum(II) (50978-00-2) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → PtCH3Cl(C6H5)2AsCH2CH2P(C6H5)2

Conditions	Yield
In dichloromethane ligand was added to soln. of the Pt complex in CH2Cl2, mixt. stirred at room temp. for 1 h; concd., filtered, washed with hexane and ether, dried under reduced pressure; elem. anal.;	86%

ammonium hexafluorophosphate + [Pd(5-(COH)C6H3C(H)N(cyclohexyl)-C2,N)(μ-Cl)]2 (174865-79-3) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → [Pd(5-(COH)C6H3C(H)=NCy-C2,N)(1-diphenylphosphino-2-diphenylarsinoethane-P,As)][PF6] (521070-28-0)

Conditions	Yield
With silver trifluorosulfonate In acetone byproducts: AgCl; AgOSO2CF3 (1 equiv.) added to soln. of Pd complex in acetone; stirred for 1 h; filtered through Celite; ligand (2 equiv.) and NH4PF6 (3 equiv.) added to soln.; stirred for 12 h; filtered; ppt. recrystd. from CHCl3-n-hexane; elem. anal.;	86%

sodium tetrafluoroborate (13755-29-8) + [Pt(6-neo-pentyl-2,2'-bipyridine(1-)κC,κ2N,N')Cl] (308108-82-9) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → [Pt(C10H7N2CH2C(CH3)2CH2)(C6H5)2PCH2CH2As(C6H5)2](1+)*BF4(1-)=[[PtC10H7N2CH2C(CH3)2CH2](C6H5)2PCH2CH2As(C6H5)2](BF4) (507271-10-5)

Conditions	Yield
In acetone NaBF4 was added to Me2CO soln. of 1 equiv. of Pt- and 1 equiv. of P-compd., resp., mixt. was stirred in for 4 h; solvent was evapd. to dryness, residue was recrystd. from CH2Cl2/Et2O, elem. anal.;	84%

Rh(1,5-cyclooctadiene)(η3-2-Me-allyl) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → [η3-(2-Me-C3H4)Rh(arphos)] (81178-02-1)

Conditions	Yield
In hexane; dichloromethane a soln. of ligand in CH2Cl2 was added a soln. of complex in hexane and stirred for 0.5 h, N2 atm.; evapn. in vac., repptn. from CH2Cl2 with hexane at -30°C; elem. anal.;	83%

hydrogenchloride (7647-01-0) + potassium perrhenate (10466-65-6) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → ReOCl3(1-diphenylphosphino-2-diphenylarsinoethane) (181574-50-5)

Conditions	Yield
In hydrogenchloride; propan-1-ol refluxing in concd. HCl/PrOH=1:7 v/v for 24 h (pptn.); collection (filtration), washing (EtOH), drying (vac.);	83%

(C5Me5)MoCo2(CO)8CCO2-iPr + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → {C5(CH3)5}MoCo2(CO)6CCO2CH(CH3)2((C6H5)2AsCH2CH2P(C6H5)2)

Conditions	Yield
In tetrahydrofuran soln. of MoCo2 complex and arphos in THF stirred at ambient temp. for 45 min under dry N2; chromy. (SiO2; ether/hexane, 10/90); elem. anal.;	82%

sodium tetrafluoroborate (13755-29-8) + PtCl(C10H7N2C(CH3)2) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → Pt(C10H7N2C(CH3)2)((C6H5)2AsCH2CH2P(C6H5)2)(1+)*BF4(1-)=[Pt(C10H7N2C(CH3)2)((C6H5)2PCH2CH2As(C6H5)2)]BF4

Conditions	Yield
In acetone addn. of 1 equiv. of ligand to Pt-complex soln., then addn. of excess NaBF4, stirring (room temp.); evapn., dissoln. in CH2Cl2, filtration, concn., crystn. on Et2O addn.; elem. anal.;	81.4%

rhenium (III) chloride + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → Re3Cl9(arphos)1.5

Conditions	Yield
In ethanol combining of Re3Cl9 and arphos as solids, addn. of ethanol, pptn.; elem. anal.;	80%

sodium tetrafluoroborate (13755-29-8) + [Pt(6-neo-pentyl-2,2'-bipyridine(1-)κC,κ2N,N')Cl] (308108-82-9) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → [Pt2(C10H7N2CH2C(CH3)2CH2)2(μ-(1-diphenylphosphino-2-diphenylarsinoethane))](BF4)2

Conditions	Yield
In acetone NaBF4, Pt-compd. and 0.5 equiv. of P-compd. were stirred in Me2CO soln.at room temp. for 1 d; solvent was evapd. to dryness, residue was recrystd. from CH2Cl2/Et2O, elem. anal.;	80%

silver(I) hexafluorophosphate (26042-63-7) + [Pd(CH2CMe2PtBu2)(μ-Cl)]2 + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → (Pd(((CH3)3C)2PC(CH3)2CH2)((C6H5)2PCH2CH2As(C6H5)2))(1+)*PF6(1-)=(Pd(((CH3)3C)2PC(CH3)2CH2)((C6H5)2PCH2CH2As(C6H5)2))PF6 (99279-36-4)

Conditions	Yield
In methanol; dichloromethane byproducts: AgCl; to stirred soln. (Pd2Cl2(But2PCMe2CH2)2) in CH2Cl2 added 2 equiv. AgPF6in methanol and mixt. stirred for 30 min, AgCl centrifuged and filtered, ape added and react. mixt. stirred at room temp. for 4 h under N2 atm.; soln. concd., ether added; elem. anal.;	78%

[Pt2((COMe)2H)2(μ-Cl)2] + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → trans-P-Pt-Cl-[Pt(COMe)Cl(1-(diphenylarsino)-2-(diphenylphosphino)ethane] (264142-17-8, 263870-12-8) + trans-P-Pt-COMe-[Pt(COMe)Cl(1-(diphenylarsino)-2-(diphenylphosphino)ethane)] (263870-12-8, 264142-17-8)

Conditions	Yield
In acetone byproducts: CH3CHO; arsinophosphinoethane deriv. was dropped in acetone to acetone soln. of Pt-complex at -30 °C (ratio 2:1), mixt. was slowly warmed up to room temp.; isomer ratio trans-P-Pt-Cl : trans-P-Pt-COMe = 9:1 (detn. by (13)P-NMR);crystn. of trans-P-Pt-Cl isomer within 12 h, filtration, dried in vac.;	A 78% B n/a

sodium tetrafluoroborate (13755-29-8) + PtCl(C10H7N2C(CH3)2) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → [Pt2(C10H7N2C(CH3)2)2(μ-Ph2PCH2CH2AsPh2)](BF4)2

Conditions	Yield
In acetone addn. of 0.5 equiv. of ligand to Pt-complex soln., then addn. of excessNaBF4, stirring (room temp., 3 h); evapn., dissoln. in CH2Cl2, filtration, concn., crystn. on Et2O addn.; elem. anal.;	76%

1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → C26H24AsF2P

Conditions	Yield
With Carbonyl fluoride In dichloromethane at 25℃;	75%

cis-dichloro(2,2′-bipyridine)ruthenium(II)chloride + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) + silver trifluoromethanesulfonate (2923-28-6) → [{Ru(2,2'-bipyridine)2Cl}2{μ-Ph2P(CH2)2AsPh2}][CF3SO3]2

Conditions	Yield
Stage #1: cis-dichloro(2,2′-bipyridine)ruthenium(II)chloride; silver trifluoromethanesulfonate In acetone at 20℃; for 2h; Inert atmosphere; Stage #2: 1-diphenylarsino-2-diphenylphosphinoethane In ethanol; toluene at 20℃; for 456h; Sealed tube; Inert atmosphere;	74%

tetrakis(actonitrile)copper(I) hexafluorophosphate (64443-05-6) + {N(PPh3)2}2{Ru4(μ-H)2(CO)12} + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → Cu2Ru4H2*12CO*(C6H5)2AsCH2CH2P(C6H5)2=Cu2Ru4H2((C6H5)2As(CH2)2P(C6H5)2)(CO)12

Conditions	Yield
In dichloromethane under N2; Ru containing salt treated with Cu-complex at -30°C; stirred for 1 min; bidentate ligand added; warmed to ambient temp. with stirring; solvent removed (reduced pressure);; extn. (CH2Cl2:Et2O 1:4); extract filtered (Celite); solvent removed (reduced pressure); chromy. (Florisil, -20°C, CH2Cl2-light petroleum); crystn. (CH2Cl2-light petroleum), elem. anal.;;	72%

chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) (92390-26-6) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → (η5-pentamethylcyclopentadienyl)ruthenium(II)chloro[(1-diphenylarsanyl-2-diphenylphosphanyl)ethylene]

Conditions

Yield

In tetrahydrofuran byproducts: cyclooctadiene; stirring a soln. of (C5Me5)Ru(COD)Cl and the ligand for 24 h, all manipulations under argon, nitrogen or vacuum contg. less than 1 ppm oxygen and water; filtn., removal of the solvent in vacuum, addn. of hexane and THF at -78°C, warming to 40°C, stirring for 15 min, filtn., standing at room temp. overnight, filtn., washing with hexane, drying in vacuum, elem. anal.;

72%

NEt4{Nb(CO)6} (82581-56-4) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → [Nb(CO)4((C6H5)2P(CH2)2As(C6H5)2)2](1-) + [(C2H5)4N](1+)*[Nb(CO)4(C6H5)2As(CH2)2P(C6H5)2](1-)=[(C2H5)4N][Nb(CO)4(C6H5)2As(CH2)2P(C6H5)2] (83536-55-4)

Conditions	Yield
In tetrahydrofuran Irradiation (UV/VIS); under N2, about equimolar amts. of (Et4N)Nb(CO)6 and phosphine dissolved in THF, irradiated (UV, Duran filter) for 70 min; pptd. by stirring concd. soln. with heptane, ppt. filtered off, washed with THF/heptane, dried under high vac. (0.01 Torr, 5 h);	A n/a B 71%

Co3(CO)9CCO2(menthyl) (117707-13-8) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → (Ph2AsCH2CH2PPh2)Co3O2(CO)7CCO2(menthyl)

Conditions	Yield
In tetrahydrofuran stirred under N2; 15 min at 40°C, 30 min at room temp.; progress of reaction followed by TLC (ether/hexane: 15/85); chromd. (silica gel; ether/hexane: 15/85); elem. anal.;	69%

[Pd(5-(COH)C6H3C(H)N(cyclohexyl)-C2,N)(μ-Cl)]2 (174865-79-3) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → [(Pd[4-(COH)C6H3C(H)=NCy-C2,N](Cl))2(μ-1-diphenylphosphino-2-diphenylarsinoethane)] (523977-71-1)

Conditions	Yield
In acetone ligand (1 equiv.) added to soln. of Pd complex in acetone; stirred at room temp. for 12 h; filtered; solid dried in vac.; recrystd. from CHCl3-n-hexane; elem. anal.;	68%

carbonylchlorohydridotris(triphenylphosphine)ruthenium(II) (157072-60-1, 166941-05-5, 16971-33-8, 61521-25-3) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → [RuHCl(CO)(P(C6H5)3)((C6H5)2PCH2CH2As(C6H5)2)]

Conditions	Yield
In toluene (N2); reflux (1.5 h); filtration, concn., pptn. with n-pentane, filtration, washing (CH2Cl2/n-pentane, then n-pentane), drying (vac.); elem. anal.;	66%

{N(PPh3)2}2{Ru4(μ-H)2(CO)12} + tetrakis(acetonitrile)silver(I) hexafluorophosphate (86728-82-7) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → Ag2Ru4H2*12CO*(C6H5)2AsCH2CH2P(C6H5)2=Ag2Ru4H2((C6H5)2As(CH2)2P(C6H5)2)(CO)12

Conditions	Yield
In dichloromethane under N2; Ru containing salt treated with Ag-complex at -30°C; stirred for 1 min; bidentate ligand added; warmed to ambient temp. with stirring; solvent removed (reduced pressure);; extn. (CH2Cl2:Et2O 1:4); extract filtered (Celite); solvent removed (reduced pressure); chromy. (alumina, -20°C, CH2Cl2-light petroleum); crystn. (CH2Cl2-light petroleum); elem. anal.;;	65%

{dicarbonylnitrosyl(cyclohexadienyl(phenyl))manganese}{PF6} + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → {(C6H5C6H6)Mn(NO)(CH2P(C6H5)2)(CH2As(C6H5)2)}(1+)*PF6(1-)={(C6H5C6H6)Mn(NO)(CH2P(C6H5)2)(CH2As(C6H5)2)}PF6 (142042-19-1)

Conditions	Yield
In dichloromethane Mn complex and ligand suspd. in CH2Cl2 and refluxed, color changed from yellow to reddish; after 5.5 h concd., pptn. with diethyl ether, extd. (overnight, Soxhlet, toluene), pptn. (room temp., CH3CN soln. layered with Et2O), elem. anal.;	65%

hexacarbonyl(μ-1,1,3,3-teramethyl-2-thiocarbonylcyclohexane)diiron (84433-24-9, 61793-17-7) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → hexacarbonyl(1-diphenylphosphino-2-diphenylarsinoethane)(μ-1,1,3,3-teramethyl-2-thiocarbonylcyclohexane)diiron(Fe-Fe) (128178-28-9) + pentacarbonyl(1-diphenylphosphino-2-diphenylarsinoethane)(μ-1,1,3,3-teramethyl-2-thiocarbonylcyclohexane)diiron(Fe-Fe) (128178-29-0)

Conditions	Yield
In hexane; toluene dropwise addn. of ligand in toluene to the Fe compd. in hexane under N2 and stirring at 20°C for 18 h; concn. (vac.), chromy. on silica gel, eluating with toluene-hexane, evapn. (vac.) and recrystn. from hexane; elem. anal.;	A 64% B 11%

carbonyldihydridotris(triphenylphosphine)ruthenium(II) (22337-78-6) + 1-diphenylarsino-2-diphenylphosphinoethane (23582-06-1) → RuH2(CO)P(C6H5)3(P(C6H5)2C2H4As(C6H5)2) (80515-25-9)

Conditions	Yield
In toluene A soln. of reagents in toluene was refluxed for 1.5 h (inert atm.);; elem. anal.;;	64%

Downstream Products

• 121445-48-5 (CH₃)3SiNP(C₆H₅)2CH₂CH₂As(C₆H₅)2 
• 73558-32-4 {PtCl₂(1-diphenylarsino-2-diphenylphosphinoethane)} 
• 78064-12-7 [PtCl(C₆H₅)((C₆H₅)2AsCH₂CH₂P(C₆H₅)2)] 
• 78064-11-6 [PtCl(COC₆H₅)((C₆H₅)2AsCH₂CH₂P(C₆H₅)2)] 
• 125392-27-0 ((dadpe)pentacarbonylrhenium)tetrafluoroborate 
• 125392-25-8 ((dadpe)pentacarbonylrhenium)tetrafluoroborate 
• 78064-18-3 [Pt(C₆H₅)2((C₆H₅)2AsCH₂CH₂P(C₆H₅)2)] 
• 126493-13-8 {Os₂(MeCO₂)2(CO)4(bis(diphenylphosphino)ethane)}n 
• 126493-17-2 {Os₂(MeCO₂)(CO)4(1-diphenylarsino-2-diphenylphosphinoethane)2}PF₆ 
• 119480-11-4 {(η2-ape)Pt(η2-S2CN(C2H5)2)}{BPh4} 
• 119480-18-1 {(η1-ape)2Pt(η2-S2CN(C2H5)2)}(1+) 

Relevant academic research and scientific papers

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