4,4,5,5-tetramethyl-2-(4'-(trifluoromethyl)-[1,1^,-biphenyl]-4-yl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-tetramethyl-2-(4'-(trifluoromethyl)-[1,1^,-biphenyl]-4-yl)-1,3,2-dioxaborolane
• CAS No.: 1381958-89-9
• Molecular Formula: C₁₉H₂₀BF₃O₂
• Molecular Weight: 348.173
• Mol file: 1381958-89-9.mol

Synonyms:4,4,5,5-tetramethyl-2-(4'-(trifluoromethyl)-[1,1^,-biphenyl]-4-yl)-1,3,2-dioxaborolane

Chemical Property of 4,4,5,5-tetramethyl-2-(4'-(trifluoromethyl)-[1,1^,-biphenyl]-4-yl)-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4,5,5-tetramethyl-2-(4'-(trifluoromethyl)-[1,1^,-biphenyl]-4-yl)-1,3,2-dioxaborolane

There total 13 articles about 4,4,5,5-tetramethyl-2-(4'-(trifluoromethyl)-[1,1^,-biphenyl]-4-yl)-1,3,2-dioxaborolane 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: 95.0%

p-trifluoromethylphenyl bromide (402-43-7) + trimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)stannane → 4,4,5,5-tetramethyl-2-(4'-(trifluoromethyl)-[1,1,-biphenyl]-4-yl)-1,3,2-dioxaborolane (1381958-89-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 12h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jo402618r

Reference yield: 73.0%

4-Iodobenzotrifluoride (455-13-0) + 2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (73852-88-7) → 4,4,5,5-tetramethyl-2-(4'-(trifluoromethyl)-[1,1,-biphenyl]-4-yl)-1,3,2-dioxaborolane (1381958-89-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; silver tetrafluoroborate; In N,N-dimethyl-formamide; at 80 ℃; for 16h; chemoselective reaction;

DOI:10.1002/anie.201910060

Reference yield: 57.0%

C18H18F3NO2 + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(4'-(trifluoromethyl)-[1,1,-biphenyl]-4-yl)-1,3,2-dioxaborolane (1381958-89-9)

Guidance literature:

With iron(II) triflate; sodium t-butanolate; In tert-butyl methyl ether; at 120 ℃; for 15h; Schlenk technique; Glovebox; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01937

upstream raw materials:

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene

p-trifluoromethylphenyl bromide

4-nitro-aniline