7688-25-7

Basic information

• Product Name: 1,4-Bis(diphenylphosphino)butane
• Synonyms: [4-(Diphenylphosphino)butyl](diphenyl)phosphine;1,4-butanediylbis[diphenyl-phosphin;Bis(1,4-diphenylphosphino)butane;Phosphine, 1,4-butanediylbis[diphenyl-;1,4-bis(diphenylphosphino)butane(dppb);1,4-Bis(diphenyphosphino)Butane;1,4-Bis(diphenylphosphino)butane,98%DPPB;DPPB/1,4-BIS(DIPHENYLPHOSPHINO)BUTANE
• CAS NO: 7688-25-7
• Molecular Formula: C₂₈H₂₈P₂
• Molecular Weight: 426.47
• EINECS: 231-698-7
• Product Categories: Phosphines;Ligand;Phosphine Ligands;Synthetic Organic Chemistry;organophosphine ligand;Achiral Phosphine;Aryl Phosphine
• Mol File: 7688-25-7.mol
• Article Data: 28

Chemical Properties

• Melting Point: 132-136 °C(lit.)
• Boiling Point: 542 °C at 760 mmHg
• Flash Point: 299.5 °C
• Appearance: White to almost white/Crystalline Powder
• Vapor Pressure: 2.92E-11mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Soluble in chloroform. Slightly soluble in water
• BRN: 706446
• CAS DataBase Reference: 1,4-Bis(diphenylphosphino)butane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Bis(diphenylphosphino)butane(7688-25-7)
• EPA Substance Registry System: 1,4-Bis(diphenylphosphino)butane(7688-25-7)

Safety Data

• Hazard Codes: Xi,F
• Statements: 36/38-36/37/38-11
• Safety Statements: 26-36-37/39-33-16-7/9
• WGK Germany: 3
• F: 10-23
• TSCA: Yes
• Hazardous Substances Data: 7688-25-7(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

Different sources of media describe the Uses of 7688-25-7 differently. You can refer to the following data:
1. suzuki reaction
2. 1,4-Bis(diphenylphosphino)butane is used in Suzuki reaction. It plays an essential role as a ligand in palladium(0)-catalyzed acylcyanation of arylacetylenes and deprotection of allyloxycarbamates. It acts as a ligand for alkylations, isomerization reactions and in organometallic chemistry. Further, it is used in Heck reaction, Negishi coupling and Sonogashira coupling. In addition to this, it is useful in organometallic chemistry.

Purification Methods

Recrystallise it from EtOH [Trippett J Chem Soc 4263 1961]. [King J Coord Chem 1 62 1971, Tolman Chem Rev 77 313 1977.]

InChI:InChI=1/C28H28P2/c1-5-15-25(16-6-1)29(26-17-7-2-8-18-26)23-13-14-24-30(27-19-9-3-10-20-27)28-21-11-4-12-22-28/h1-12,15-22H,13-14,23-24H2

Synthetic route

1,4-bis(diphenylphosphinyl)butane (4151-27-3) → 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate In various solvent(s) at 100℃; for 7h;	95%

1,4-bis(diphenylphosphinyl)butan-1-one → 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
With tetramethyldisilazane; isopropyl titanoate(IV) In methyl cyclohexane at 60℃;	94%

1,4-dibromo-butane (110-52-1) + diphenylphosphane (829-85-6) → 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
With cesium hydroxide; 4 Angstroem MS In N,N-dimethyl-formamide at 23℃; for 47h;	87%
With cesium hydroxide; 4 A molecular sieve In N,N-dimethyl-formamide at 23℃; for 47h;	87%

1,4-dibromo-butane (110-52-1) + chloro-diphenylphosphine (1079-66-9) → Tetraphenyldiphosphin (1101-41-3) + 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
With tetrabutylammonium tetrafluoroborate; tetra-(n-butyl)ammonium iodide In various solvent(s) Ambient temperature; elektrochemical reaction, anode Mg bar, cathode stainless steel; var. solv.; Yields of byproduct given;	A n/a B 85%

potassium diphenylphosphine (15475-27-1, 4346-39-8) + (S)-2-(dibenzylamino)-3-phenyl-1-bromopropane (208103-10-0) → 1,4-di(diphenylphosphino)-butane (7688-25-7) + Dibenzyl-((S)-1-benzyl-2-diphenylphosphanyl-ethyl)-amine (208103-11-1)

Conditions	Yield
In tetrahydrofuran at -78 - -40℃;	A 30% B 64%

1,4-dichlorobutane (110-56-5) + sodium diphenylphosphide (4376-01-6) → (4-chlorobutyl)diphenylphosphane (79369-66-7) + 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
In tetrahydrofuran; toluene 1) -50 deg C, 2) 50 deg C;	A 53% B n/a

tetrachlorure d'octaphenyl-1,1,4,4,9,9,12,12 tetraphosphonia-1,4,9,12 cyclohexadecane (113237-54-0) → 1,4-di(diphenylphosphino)-butane (7688-25-7) + 1,4-bis(diphenylphosphinyl)butane (4151-27-3)

Conditions	Yield
With sodium hydroxide In ethanol for 14h; Heating; Yield given. Yields of byproduct given;

1,4-dichlorobutane (110-56-5) + diphenylphosphane (829-85-6) → 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
With potassium hydroxide 1.) DMSO, 20 deg C, 2.) 50 deg C, 1 h; Yield given. Multistep reaction;

triphenylphosphine (603-35-0) + 1,4-dichlorobutane (110-56-5) → 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
With lithium In tetrahydrofuran at 0℃; for 0.5h;

tetrachlorure d'octaphenyl-1,1,6,6,9,9,14,14 tetraphosphonia-1,6,9,14 cyclohexadecadiene-3,11 (113237-53-9) → 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / Hydrogen / Raney-Ni / 2.5 h / 20 °C / 41253.3 Torr 2: 5N NaOH / aq. ethanol / 14 h / Heating View Scheme

1,2-bis-(diphenylphosphino)ethane (1663-45-2) → 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: 80 percent / toluene / 4 h / Heating 2: 95 percent / Hydrogen / Raney-Ni / 2.5 h / 20 °C / 41253.3 Torr 3: 5N NaOH / aq. ethanol / 14 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 80 percent / toluene / 96 h / Heating; var. conc. and time 2: 95 percent / Hydrogen / Raney-Ni / 2.5 h / 20 °C / 41253.3 Torr 3: 5N NaOH / aq. ethanol / 14 h / Heating View Scheme

iodo(cyclopentadienyl)dicarbonylruthenium(II) + phosphorous acid trimethyl ester (121-45-9) → (η5-C5H5)(CO)I(P(OMe)3)ruthenium(II) + 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
pentamethylcyclopentadienyliron(III) dicarbonyl dimer In toluene under N2; soln. of Ru complex and 1 equiv of ligand in toluene heated to 105-110 °C, added catalyst, completion of react. detected by IR; cooled, evapd., sepd. by chromy. (SiO2, benzene), recrystd. from toluene/hexane; elem. anal.;

RuCl2(η6-p-cymene)(η1-dppb) → [RuCl2(η6-p-cymene)]2(μ-dppb) (853907-92-3) + 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
In dichloromethane-d2 at 25℃; Equilibrium constant; Inert atmosphere; Schlenk technique;

1,4-dibromo-butane (110-52-1) + chloro-diphenylphosphine (1079-66-9) → 1,4-di(diphenylphosphino)-butane (7688-25-7)

Conditions	Yield
Stage #1: 1,4-dibromo-butane With iodine; magnesium In tetrahydrofuran for 3h; Inert atmosphere; Stage #2: chloro-diphenylphosphine In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;

+ 1,4-di(diphenylphosphino)-butane (7688-25-7) → (1,4-bis(diphenylphosphino)butane)molybdenum tetracarbonyl (15553-69-2) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0)

C15H15BrO4 + 1,4-di(diphenylphosphino)-butane (7688-25-7) → C2H3O2(1-)*C54H50Br2O4P2

Conditions	Yield
In acetonitrile at 20℃; for 1h;	100%

hexafluoro-1,4-naphthoquinone (1024-60-8) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → 3,3'-(butane-1,4-diylbis(diphenylphosphonionediyl))bis(5,6,7,8-tetrafluoro-1,4-dioxo-1,4-dihydronaphthalen-2-olate)

Conditions	Yield
With air In water; dimethyl sulfoxide at 20℃; for 1h; Inert atmosphere;	100%

(S)-(-)-2-naphthyl-3-trifluoromethanesulfonyloxybiphenyl (170647-29-7, 173300-95-3) + Diphenylphosphine oxide (4559-70-0) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → (S)-(+)-2-naphthyl-3-diphenylphosphinylbiphenyl (170647-33-3)

Conditions	Yield
With sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; palladium diacetate In dimethyl sulfoxide	99%

carbonylgold(I) chloride (50960-82-2) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → 1,4-bis(diphenylphosphino)butane digold(I) dichloride (63640-04-0)

Conditions	Yield
In benzene byproducts: CO; soln. of Ph2PCH2CH2CH2CH2PPh2 dropped to soln. of (OC)AuCl at 20°C under dry N2, stirred for 1 h (CO removed); filtered;	99%

Pt(Sn(CH3)3)2(P(CH3C6H4)3)2 + 1,4-di(diphenylphosphino)-butane (7688-25-7) → Pt(Sn(CH3)3)2(C6H5)2P(CH2)4P(C6H5)2

Conditions	Yield
	99%

benzene ruthenium(II) dichloride dimer + ethylenediamine (107-15-3) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → (dppb)RuCl2(enethylenediamine) (1158920-26-3, 200259-42-3)

Conditions	Yield
Stage #1: benzene ruthenium(II) dichloride dimer; 1,4-di(diphenylphosphino)-butane In N,N-dimethyl-formamide at 120℃; for 1.5h; Stage #2: ethylenediamine In dichloromethane at 40℃; for 1.5h;	99%

hydrogenchloride (7647-01-0) + palladium (7440-05-3) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → [1,4-bis(diphenylphosphino)butane] palladium(ll) dichloride (29964-62-3)

Conditions	Yield
Stage #1: hydrogenchloride; palladium With nitric acid In water Stage #2: 1,4-di(diphenylphosphino)-butane In water; N,N-dimethyl-formamide at 50℃; for 1h;	98.9%

bis(1,5-cyclooctadiene)diiridium(I) dichloride (12112-67-3) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → IrCl(1,5-cyclooctadiene)(1,4-bis(diphenylphosphino)butane) (688063-92-5)

Conditions	Yield
With dimethyl 2,2-diallylmalonate In dichloromethane byproducts: cyclooctadiene; to a soln. of complex in CH2Cl2 was added diphosphine, then a soln. of 3equiv of diallyl ether in CH2Cl2, the mixt. was stirred at room temp. f or 3 h (inert atm.); volatiles were removed in vac., recrystd. from CH2Cl2/n-hexane; elem. anal.;	98%

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 (52462-29-0) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → [RuCl2(η6-p-cymene)]2(μ-dppb) (853907-92-3) + [(p-cymene)Ru(dppb)Cl](1+)

Conditions	Yield
In dichloromethane stirred for 4 h; filtered, solvent-removed; elem. anal.;	A 98% B 0%

[2,2]bipyridinyl (366-18-7) + silver perchlorate + 1,4-di(diphenylphosphino)-butane (7688-25-7) → [Ag2(2,2'-bipyridyl)2(dppb)][ClO4]2

Conditions	Yield
In acetonitrile stoich. mixt. in CH3CN stirred for 12 h at room temp.; evapd., washed (Et2O), elem. anal.;	98%

nickel(II) chloride hexahydrate + dimercaptomaleonitrile disodium salt hydrate + 1,4-di(diphenylphosphino)-butane (7688-25-7) → (maleonitriledithilato)(1,4-bis(diphenylphosphino)butane)nickel(II) (81098-03-5)

Conditions	Yield
In acetone mixt. of solids NiCl2*6H2O (1 mmol) and Ph2P(CH2)4P(Ph)2 (0.42 g) in acetone stirred for 1 h; pptd. by H2O addn. with stirring; ppt. filtered off; washed (H2O, EtOH, Et2O); dried at room temp.; elem. anal.;	98%

dichloro(tetraethylcyclobutadiene)platinum(II) (56664-81-4) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → (PtCl2(C4(C2H5)4))2((C6H5)2P(CH2)4P(C6H5)2) (217475-40-6)

Conditions	Yield
In dichloromethane Ar-atmosphere; stirring Pt-complex with 0.5 equiv. of phosphine (room temp., 5-10 h); pptn. on Et2O addn., filtration, washing (Et2O), drying (vac.); elem. anal.;	97%

dichloro(tetraethylcyclobutadiene)platinum(II) (56664-81-4) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → (C4(C2H5)4)PtCl((C6H5)2P(CH2)4P(C6H5)2)(1+)*Cl(1-)*CH2Cl2=[(C4(C2H5)4)PtCl((C6H5)2P(CH2)4P(C6H5)2)]Cl*CH2Cl2

Conditions	Yield
In dichloromethane Ar-atmosphere; stirring Pt-complex with equimolar amt. of phosphine (room temp., 2-3 h); pptn. on Et2O addn., standing (overnight), filtration, washing (Et2O), drying (vac.);	97%

[Pd(o-C6H4C=NCH=CHNMe)(μ-Cl)]2 + sodium perchlorate + 1,4-di(diphenylphosphino)-butane (7688-25-7) → [Pd(o-C6H4C=NCH=CHNMe)((C6H5)2P(CH2)4P(C6H5)2-P,P)]ClO4 (202066-49-7)

Conditions	Yield
In acetone N2-atmosphere; stirring equimolar amts. of Pd-complex and phosphine (room temp., 2 h), addn. of NaClO4, stirring for 2 h, addn. of H2O, stirringfor 4 h (pptn.); filtration, drying (vac.), recrystn. (CH2Cl2/hexane); elem. anal.;	97%

RuBr2(P(C6H5)3)3 (56586-92-6, 15709-75-8) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → RuBr2(1,4-bis(diphenylphosphino)butane)(PPh3) (184014-42-4)

Conditions	Yield
In further solvent(s) Ar-atmosphere; equimolar amts., stirring in CH2Br2 at room temp. for 2 h; vol. reduction, pptn. on EtOH addn., collection (filtration), washing (EtOH, hexanes), drying (vac.); elem. anal.;	97%

tris(triphenylphosphine)ruthenium(II) chloride (15529-49-4, 41756-81-4) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → [Ru(dppp)2]Cl2

Conditions	Yield
In hexane for 2h; Reflux;	97%

Ru(OAc)2(CO)(PPh3)2 + ethylenediamine (107-15-3) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → [Ru(acetate)(CO)(1,4-bis(diphenylphosphino)butane)(1,2-ethylendiamine)]acetate

Conditions	Yield
Stage #1: Ru(OAc)2(CO)(PPh3)2; 1,4-di(diphenylphosphino)-butane In dichloromethane at 20℃; for 6h; Stage #2: ethylenediamine In dichloromethane at 20℃; for 2h;	97%

3,4,5-tris(tetradecyloxy)benzyl chloride + 1,4-di(diphenylphosphino)-butane (7688-25-7) → 3,4,5-tris(tetradecyloxy)1,4-bis(diphenylphosphonium chloride)butane

Conditions	Yield
In chloroform at 61℃; for 65h; Inert atmosphere;	97%

[Ru(η1-OAc)(η2-OAc)(PPh3)2(CO)] (142215-87-0, 38596-65-5, 52746-32-4, 61990-12-3) + ethylenediamine (107-15-3) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → [Ru(acetate)(CO)(1,4-bis(diphenylphosphino)butane)(1,2-ethylendiamine)]acetate

Conditions	Yield
Stage #1: [Ru(η1-OAc)(η2-OAc)(PPh3)2(CO)]; 1,4-di(diphenylphosphino)-butane In dichloromethane at 20℃; for 6h; Inert atmosphere; Schlenk technique; Stage #2: ethylenediamine In dichloromethane at 20℃; for 2h; Inert atmosphere; Schlenk technique;	97%

formaldehyd (50-00-0) + rhodium(III) trichloride hydrate + 1,4-di(diphenylphosphino)-butane (7688-25-7) → RhCl(CO)(1,4-bis(diphenylphosphino)butane) (62795-67-9)

Conditions	Yield
In ethanol; water for 0.5h; Inert atmosphere; Reflux;	96.6%

potassium tetrachloroplatinate + water (7732-18-5) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → [PtCl2(dppb)]*2H2O

Conditions	Yield
In methanol; dichloromethane for 24h; Schlenk technique; Inert atmosphere; Reflux;	96.3%

pentacarbonyl(acetonitrile)tungsten (15096-68-1) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → {1,4-bis(diphenylphosphino)butane}tetracarbonyltungsten(0) (54111-75-0) + {W(CO)5}2(P(C6H5)2(CH2)4P(C6H5)2) (120950-72-3)

Conditions	Yield
In toluene (W(CO)5(NCMe)) and diphosphine (molar ratio: 5:1) refluxed in toluene under nitrogen (2-2.5 h), soln. filtered through cellulose, pumped to dryness; washing with hexane or chromy. (silica gel, benzene); 31P-NMR;	A 4% B 96%
In chloroform (W(CO)5(NCMe)) and diphosphine (molar ratio: 2:1) refluxed in CHCl3 under nitrogen (55°C, 2-2.5 h), soln. filtered through cellulose, pumped to dryness; washing with hexane or chromy. (silica gel, benzene); 31P-NMR;	A 87% B 13%
In chloroform (W(CO)5(NCMe)) and diphosphine (molar ratio: 2:1) refluxed in CHCl3 under nitrogen (55°C, 2-2.5 h), soln. filtered through cellulose, pumped to dryness; washing with hexane or chromy. (silica gel, benzene); 31P-NMR;	A 76% B 24%
In toluene (W(CO)5(NCMe)) and diphosphine (molar ratio: 2:1) refluxed in toluene under nitrogen (2-2.5 h), soln. filtered through cellulose, pumped to dryness; washing with hexane or chromy. (silica gel, benzene); 31P-NMR;	A 43% B 57%

[,14-bis(diphenylphosphino)butane] (1,5-cyclooctadiene)rhodium(I) tetrafluoroborate + 1,4-di(diphenylphosphino)-butane (7688-25-7) → {Rh((C6H5)2PCH2CH2CH2CH2P(C6H5)2)2}(1+)*BF4(1-)={Rh((C6H5)2PCH2CH2CH2CH2P(C6H5)2)2}BF4 (70196-23-5)

Conditions	Yield
In methanol; dichloromethane H2-atmosphere; stirring (room temp., 20 min), phosphine soln. (CH2Cl2) addn., stirring (2 h); evapn. (vac.);	96%

dichloro(1,5-cyclooctadiene)platinum(ll) (12080-32-9) + phosphoric acid monophenyl ester (701-64-4) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → {Pt(O2P(O)OC6H5)((C6H5)2P(CH2)4P(C6H5)2)}*H2O

Conditions

Yield

With Ag2O In dichloromethane react. under dry N2, addn. of (C6H5)2P(CH2)4P(C6H5)2, phenyl dihydrogenphosphate (molar ratio = 1:1) and an excess of Ag2O to a stirred soln. of PtCl2(cycloocta-1,5-diene) in CH2Cl2, refluxing for 4 h, cooling; filtration,, evapg. the filtrate to dryness under reduced pressure, oily residue, dissolving the oil in CH2Cl2, addn. of light petroleum, crystn. on standing, recrystn. from CH2Cl2-light petroleum, drying in vac., elem. anal.;

96%

dichloro(1,5-cyclooctadiene)platinum(ll) (12080-32-9) + ammonium hexafluorophosphate + 2,6-dimethylphenyl isonitrile (119072-54-7, 2769-71-3) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → [(1,4-bis(diphenylphosphino)butane)(2,6-dimethylphenyl isocyanide)platinum(II)](PF6)2*0.5dichloromethane

Conditions	Yield
In dichloromethane; acetone under N2; successive addn. of diphosphine, isocyanide and excess of NH4PF6 to Pt-compd. dissolved in CH2Cl2 and acetone, stirring at room temp.for 2 h; evapn. of solvent to dryness under reduced pressure, extn. of residue with CH2Cl2, washing with H2O and drying over Na2SO4, concg. of soln., crystn. by addn. of Et2O; elem. anal.;	96%

[Pd(μ-N3)(2-(2'-thienyl)pyridine(-H))]2 (1190631-16-3) + 1,4-di(diphenylphosphino)-butane (7688-25-7) → [Pd(N3)(2-(2'-thienyl)pyridine)]2(μ-1,4-bis(diphenylphosphino)butane) (1190630-94-4)

Conditions	Yield
In dichloromethane (under N2 or Ar, Schlenk); CH2Cl2 soln. of ligand added to soln. of Pd-complex in CH2Cl2, stirred for 5 h; solvent removed, washed with Et2O, recrystd. from CH2Cl2-n-hexane; elem.anal.;	96%

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 1079-66-9 chloro-diphenylphosphine 
• 110-56-5 1,4-dichlorobutane 
• 4376-01-6 sodium diphenylphosphide 
• 829-85-6 diphenylphosphane 
• 113237-54-0 tetrachlorure d'octaphenyl-1,1,4,4,9,9,12,12 tetraphosphonia-1,4,9,12 cyclohexadecane 
• 100-58-3 phenylmagnesium bromide 
• 121-45-9 phosphorous acid trimethyl ester 
• 1663-45-2 1,2-bis-(diphenylphosphino)ethane 
• 113237-53-9 tetrachlorure d'octaphenyl-1,1,6,6,9,9,14,14 tetraphosphonia-1,6,9,14 cyclohexadecadiene-3,11 
• 4151-27-3 1,4-bis(diphenylphosphinyl)butane 
• 15475-27-1 potassium diphenylphosphine 
• 208103-10-0 (S)-2-(dibenzylamino)-3-phenyl-1-bromopropane 
• 603-35-0 triphenylphosphine 

Downstream Products

• 135491-09-7 4,4,9,9-tetraphenyl-4,9-diphosphonia-dodecadioic acid dichloride 
• 91656-81-4 C₂₂H₂₃P₂^(1-)*Li⁽¹⁺⁾ 
• 65038-36-0 1,4-bis(dicyclohexylphosphino)butane 
• 591-51-5 phenyllithium 
• 115241-57-1 1,4-Bis--tetramethylen 
• 4151-27-3 1,4-bis(diphenylphosphinyl)butane 
• 496850-10-3 methyl 4-amino-3-chloro-6-(3,4-dimethylphenyl)pyridine-2-carboxylate 
• 260052-48-0 6-(4-Chloro-benzoyl)-1-methyl-4-(3-vinyl-phenyl)-1H-quinolin-2-one 
• 22227-26-5 3,5-Bis(trifluoromethyl)benzamide 
• 818-58-6 methyl (E)-pent-3-enoate 
• 214057-27-9 2-chloro-3-fluoro-4-methylsulfonylbenzoic acid 
• 170647-33-3 (S)-(+)-2-naphthyl-3-diphenylphosphinylbiphenyl 
• 135745-69-6 1,4-bis(diphenylphosphino)butane tricarbonyl iron⁽⁰⁾ 
• 29964-62-3 [1,4-bis(diphenylphosphino)butane] palladium(ll) dichloride 

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We describe here the coupling to transform aryl phosphine derivatives by the cleavage of unactivated C(aryl)-P bonds with chromium catalysis, allowing us to achieve the reaction with alkyl bromides and arylmagnesium reagents under mild conditions. Mechani

Bisphosphine catalyzed sequential [3 + 2] cycloaddition and Michael addition of ynones with benzylidenepyrazolones: Via dual α′,α′-C(sp3)-H bifunctionalization to construct cyclopentanone-fused spiro-pyrazolones

A bisphosphine-catalyzed sequential [3 + 2] cycloaddition and Michael addition reaction of ynones with benzylidenepyrazolones has been developed. Under the catalysis of DPPB [1,4-bis(diphenylphosphino)butane], the reaction proceeded smoothly to give spiro-[cyclopentanone] pyrazolone derivatives in moderate to good yields with good diastereoselectivities via sequential dual α′,α′-C(sp3)-H bifunctionalization annulation. This strategy provides a novel route toward the synthesis of spiro-[cyclopentanone] pyrazolones containing three contiguous stereocenters which possess potential pharmaceutical activities.

A catalytic method for the reduction of secondary and tertiary phosphine oxides

TMDS has been found to be an efficient hydride source for the reduction of tertiary and secondary phosphine oxides using a catalytic amount of Ti(Oi-Pr)4. All classes of tertiary phosphine oxides, such as triaryl, trialkyl, and diphosphine, were effectively reduced. Georg Thieme Verlag Stuttgart.