PALLADIUM (I) TRI-TERT-BUTYLPHOSPHINE BROMIDE

Base Information

• Chemical Name: PALLADIUM (I) TRI-TERT-BUTYLPHOSPHINE BROMIDE
• CAS No.: 185812-86-6
• Molecular Formula: C24H54 Br2 P2 Pd2
• Molecular Weight: 777.288
• Mol file: 185812-86-6.mol

Synonyms:Di-m-bromobis(tri-tert-butylphosphine)dipalladium

Chemical Property of PALLADIUM (I) TRI-TERT-BUTYLPHOSPHINE BROMIDE

Chemical Property:

• PSA: 27.18000
• LogP: 11.41880
• Storage Temp.: ?20°C
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in benzene and tolueneSoluble in tetrahydrofuran, toluene, dichloromethane and chloroform. Insoluble in alcohols and wat

Purity/Quality:

98% ^*data from raw suppliers

Di-μ-bromobis(tri-tert-butylphosphine)dipalladium ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,C
• Statements: 36/37/38-34-17-14
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Coupling reactions. Will activate aryl chloride and sterically hindered or electron rich aryl/vinyl bromides and iodides. Especially active in difficult aminations.Di-μ-bromobis(tri-tert-butylphosphine)dipalladium(I) is used as a catalyst for Suzuki coupling, Negishi coupling and Buchwald-hartwig amination reactions. It is used as a catalyst for C-C, C-N and C-S bond formation, gamma-arylation of alfa,beta-unsaturated esters and diastereoselective arylation of 4-substituted cyclohexyl esters. It is also involved in aromatic halide substitution reactions.

Technology Process of PALLADIUM (I) TRI-TERT-BUTYLPHOSPHINE BROMIDE

There total 18 articles about PALLADIUM (I) TRI-TERT-BUTYLPHOSPHINE BROMIDE 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: 97.0%

cis-dibromo-(cyclooctadiene)palladium(II) (12145-47-0) + tri-tert-butyl phosphine (13716-12-6) → di-μ-bromobis-(tritert-butylphosphine)dipalladium(I) (185812-86-6)

Guidance literature:

In methanol; 5,5-dimethyl-1,3-cyclohexadiene; at 20 ℃; for 4.41667h; Solvent; Inert atmosphere; Schlenk technique; Sealed tube;

Reference yield: 96.0%

bis(tri-t-butylphosphine)palladium(0) (53199-31-8) + [(palladium)2(bromo)6][tri-tert-butylphosphonium bromide]2 → di-μ-bromobis-(tritert-butylphosphine)dipalladium(I) (185812-86-6)

Guidance literature:

In methanol; toluene; at 20 ℃; for 0.666667h; Inert atmosphere; Schlenk technique;

Reference yield: 89.0%

[(palladium)2(bromo)6][tri-tert-butylphosphonium bromide]2 → di-μ-bromobis-(tritert-butylphosphine)dipalladium(I) (185812-86-6)

Guidance literature:

With methanol; sodium hydroxide; In toluene; at 20 ℃; for 1.16667h; Inert atmosphere; Schlenk technique;

upstream raw materials:

2-Acetyl-5-bromothiophene

bis(tri-t-butylphosphine)palladium⁽⁰⁾

cis-dibromo-(cyclooctadiene)palladium(II)

tri-tert-butyl phosphine

Downstream raw materials:

Pd₂Br₂(2,6-dimethylphenylisocyanide)4

bis(tri-t-butylphosphine)palladium⁽⁰⁾

PdHBr(PtBu₃)2

Refernces

• 1、 Kalvet, Indrek,Bonney, Karl J.,Schoenebeck, Franziska. "Kinetic and computational studies on Pd(I) dimer-mediated halogen exchange of aryl iodides". . p. 12041 - 12046. Retrieved 2014.
• 2、 Shi, Yiping,Kamer, Paul C. J.,Cole-Hamilton, David J.. "Synthesis of pharmaceutical drugs from cardanol derived from cashew nut shell liquid". supporting information. p. 1043 - 1053. Retrieved 2019/03/12.
• 3、 Kristensen, Steffan K.,Eikeland, Espen Z.,Taarning, Esben,Lindhardt, Anders T.,Skrydstrup, Troels. "Ex situ generation of stoichiometric HCN and its application in the Pd-catalysed cyanation of aryl bromides: Evidence for a transmetallation step between two oxidative addition Pd-complexes". . p. 8094 - 8105. Retrieved 2017/11/27.