Tricyclohexylphosphonium tetrafluoroborate

Base Information

• Chemical Name: Tricyclohexylphosphonium tetrafluoroborate
• CAS No.: 58656-04-5
• Molecular Formula: C18H34BF4P
• Molecular Weight: 368.246
• Hs Code.: 29209090
• Mol file: 58656-04-5.mol

Synonyms:Tricyclohexylphosphine tetrofluroborate;

Chemical Property of Tricyclohexylphosphonium tetrafluoroborate

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 164 °C
• PSA: 13.59000
• LogP: 7.49870
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Dichloromethane (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water.

Purity/Quality:

98% ^*data from raw suppliers

Tricyclohexylphosphonium Tetrafluoroborate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: suzuki reaction Tricyclohexylphosphonium Tetrafluoroborate acts as a reagent in the synthesis of potent JAK2 inhibitor BMS-911543 as a potential treatment for myeloproliferative disorders, preparation of Lapatinib intermediate via arylation of furfural with bromochlorofluorobenzyloxyphenylquinazolinamine, structure-activity relationships of carboline and carbazole derivatives as ATP-competitive kinesin spindle protein inhibitors. Tricyclohexylphosphine tetrafluoroborate may be used in the following processes:As a ligand for preparing C-homoaporphine alkaloids via microwave-assisted direct-arylation.To synthesize poly-[9,9-bis(3-propylamide-2-methylpropyl sulfonic acid) fluorene]-co-(4,4′-diphenyl) (PFDBSO3H), which can be employed as a template and doping agent for enhancing the conductivity of poly(3,4-ethylenedioxythiophene) (PEDOT) films.To improve the reactivity of palladium-catalyzed Suzuki-Miyaura cross-coupling reaction between MIDA boronates and less activated alkenyl tosylates.

Technology Process of Tricyclohexylphosphonium tetrafluoroborate

There total 2 articles about Tricyclohexylphosphonium tetrafluoroborate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

[RuCl(=CHCH3)(CO)(P(Cy)3)2]BF4 → [(Cy)3PCH=CH2]BF4 + tris(cyclohexyl)phosphonium tetrafluoroborate (58656-04-5)

Guidance literature:

In dichloromethane; under Ar; a soln. of Ru-contg. compd. (0.10 mmol) in CH2Cl2 was stirred for 20 h at room temp.; the solvent was evapd. in vac.; the residue was washed 3 times with diethyl ether and dried in vac.; detd. by (1)H NMR spectra;

DOI:10.1039/b314425a

Reference yield:

tetrafluoroboric acid diethyl ether (67969-82-8) + carbonylchlorohydridobis(tricyclohexylphosphine)ruthenium(II) (36621-70-2,40935-25-9) → P(C6H11)3(CO)ClRuH + tris(cyclohexyl)phosphonium tetrafluoroborate (58656-04-5)

Guidance literature:

In benzene; to a soln. of complex in benzene was added HBF4*Et2O in three portions at 1 h intervals at room temp. (inert atm.); concd., triturated with hexane, not sepd., detected by spectra;

DOI:10.1021/om000315n

Reference yield: 80.0%

RuCl2(sIMes)(CHPh)(pyridine)2 + tris(cyclohexyl)phosphonium tetrafluoroborate (58656-04-5) → tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride (246047-72-3)

Guidance literature:

In toluene; byproducts: pyridinium tetrafluoroborate, pyridine; 1.1 equiv. of phosphonium salt; passage through silica plug;

DOI:10.1021/ja910112m

upstream raw materials:

tetrafluoroboric acid diethyl ether

carbonylchlorohydridobis(tricyclohexylphosphine)ruthenium(II)

Downstream raw materials:

[(η6-benzene)IrH2(P(Cy)3)]BF4

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Refernces

• 1、 Yi,Lee,He,Rheingold,Lam,Concolino. "Acid-promoted homogeneous hydrogenation of alkenes catalyzed by the ruthenium-hydride complex (PCy3)2(CO)(Cl)RuH: Evidence for the formation of 14-electron species from the selective entrapment of the phosphine ligand". . p. 2909 - 2915. Retrieved 2008/10/08.