2-(2-pyridyl)-5-dimesitylboryl-thiophene

Base Information

• Chemical Name: 2-(2-pyridyl)-5-dimesitylboryl-thiophene
• CAS No.: 1201192-91-7
• Molecular Formula: C₂₇H₂₈BNS
• Molecular Weight: 409.403
• Mol file: 1201192-91-7.mol

Synonyms:2-(2-pyridyl)-5-dimesitylboryl-thiophene

Chemical Property of 2-(2-pyridyl)-5-dimesitylboryl-thiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-pyridyl)-5-dimesitylboryl-thiophene

There total 2 articles about 2-(2-pyridyl)-5-dimesitylboryl-thiophene 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: 55.0%

dimesitylfluoroborane (436-59-9) + 2'-(2-thienyl)pyridine (3319-99-1) → 2-(2-pyridyl)-5-dimesitylboryl-thiophene (1201192-91-7)

Guidance literature:

With BuLi; In tetrahydrofuran; hexane; byproducts: LiF; soln. of BuLi in hexane was added to soln. of NC5H4C3H3S in THF at -78°C; stirred at -78°C for 1 h; mixed with soln. of B compd. in THF; stirred at room temp. overnight; evapd. (vac.); extd. (CH2Cl2); filtered through Celite; evapd.; recrystd. (Et2O/pentane);

DOI:10.1039/b913030f

Reference yield: 48.0%

C22H24BIS (1429515-40-1) + 2-tri-n-butylstannylpyridine (17997-47-6) → 2-(2-pyridyl)-5-dimesitylboryl-thiophene (1201192-91-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2013.01.001

Reference yield: 89.0%

2-(2-pyridyl)-5-dimesitylboryl-thiophene (1201192-91-7) + methyl trifluoromethanesulfonate (333-27-7) → 2-(5'-dimesitylboryl-thiophen-2'-yl)-N-methyl-pyridinium triflate (1201192-90-6)

Guidance literature:

In diethyl ether; B compd. was treated with MeOTf in Et2O at room temp.; kept overnight; filtered; washed (Et2O, pentane); dried (vac.); elem. anal.;

DOI:10.1039/b913030f

upstream raw materials:

dimesitylfluoroborane

2'-(2-thienyl)pyridine

C₂₂H₂₄BIS

2-tri-n-butylstannylpyridine

Downstream raw materials:

2-(5'-dimesitylboryl-thiophen-2'-yl)-N-methyl-pyridinium triflate

C₈₁H₈₁B₃IrN₃S₃

Refernces

• 1、 Wade, Casey R.,Gabbai, Franois P.. "Colorimetric turn-on sensing of fluoride ions in H2O/CHCl 3 mixtures by pyridinium boranes". . p. 9169 - 9175. Retrieved 2010/02/16.