1-phenyl-2-phenylethyleneboronic acid pinacol ester

Base Information

• Chemical Name: 1-phenyl-2-phenylethyleneboronic acid pinacol ester
• CAS No.: 221006-75-3
• Molecular Formula: C₂₀H₂₃BO₂
• Molecular Weight: 306.212
• Mol file: 221006-75-3.mol

Synonyms:1-phenyl-2-phenylethyleneboronic acid pinacol ester

Chemical Property of 1-phenyl-2-phenylethyleneboronic acid pinacol ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 1-phenyl-2-phenylethyleneboronic acid pinacol ester

There total 8 articles about 1-phenyl-2-phenylethyleneboronic acid pinacol ester 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: 77.0%

diphenyl acetylene (501-65-5) + bis(pinacol)diborane (73183-34-3) → 1-phenyl-2-phenylethyleneboronic acid pinacol ester (221006-75-3)

Guidance literature:

bis(pinacol)diborane; With methanol; copper(II) bis(trifluoromethanesulfonate); 2,6-bis(pyrazole)pyridine; sodium t-butanolate; In acetonitrile; for 0.5h; Inert atmosphere; Schlenk technique;

diphenyl acetylene; In acetonitrile; at 50 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2016.06.077

Reference yield: 62.0%

diphenyl acetylene (501-65-5) + bis(pinacol)diborane (73183-34-3) + 4-acetylphenylboronic acid (149104-90-5) → 1-phenyl-2-phenylethyleneboronic acid pinacol ester (221006-75-3) + (E)-1-(4-(1,2-diphenylvinyl)phenyl)ethan-1-one

Guidance literature:

With water; palladium diacetate; acetic acid; In tetrahydrofuran; at 80 ℃; for 4h; Solvent;

DOI:10.1021/acs.joc.8b01965

Reference yield: 61.0%

diphenyl acetylene (501-65-5) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 1-phenyl-2-phenylethyleneboronic acid pinacol ester (221006-75-3) + (Z)-2,2'-[1,2-(biphenyl)eth-1-ene-1,2-diyl]bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (151416-94-3)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; tert-butylisonitrile; carbon monoxide; at 50 ℃; under 760.051 Torr;

DOI:10.1016/j.jorganchem.2020.121614

upstream raw materials:

diphenyl acetylene

bis(pinacol)diborane

para-chlorotoluene

1-Iodooctane

Downstream raw materials:

2-(1,2-diphenylethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(E)-1-(4-methoxyphenyl)-1,2-diphenylethylene

1-[(1E)-1,2-diphenylethenyl]-4-methylbenzene

(E)-1-(4-(tert-butyl)phenyl)-1,2-diphenylethylene