([1,1′-biphenyl]-4-yl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)trimethylsilane

Base Information

Chemical Name:([1,1′-biphenyl]-4-yl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)trimethylsilane
CAS No.:1535207-52-3
Molecular Formula:C₂₂H₃₁BO₂Si
Molecular Weight:366.383
Hs Code.:

Synonyms:([1,1′-biphenyl]-4-yl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)trimethylsilane

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Chemical Property of ([1,1′-biphenyl]-4-yl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)trimethylsilane

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Technology Process of ([1,1′-biphenyl]-4-yl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)trimethylsilane

There total 3 articles about ([1,1′-biphenyl]-4-yl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)trimethylsilane 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%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 5122-94-1
4-biphenylboronic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 1535207-52-3
([1,1′-biphenyl]-4-yl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)trimethylsilane

Guidance literature:: 4-biphenylboronic acid; diazomethyl-trimethyl-silane; In toluene; at 100 ℃; for 4h; Inert atmosphere; Schlenk technique;

2,3-dimethyl-2,3-butane diol; With water; In toluene; at 100 ℃; for 16h; Inert atmosphere; Schlenk technique;
DOI:10.1039/c9ob01006h

Reference yield: 51.0%

: 92-66-0
4-bromo-1,1'-biphenyl

: 1535207-45-4
(bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)methyl)trimethylsilane

: 1535207-52-3
([1,1′-biphenyl]-4-yl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)trimethylsilane

Guidance literature:: With bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium hydroxide; silver(l) oxide; In 1,4-dioxane; water; at 20 ℃; for 27h; chemoselective reaction;
DOI:10.1246/cl.130643

Reference yield:

: 78782-17-9
4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane

: 1535207-52-3
([1,1′-biphenyl]-4-yl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)trimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N,N,N,-tetramethylethylenediamine; 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 2 h / -78 - 0 °C

1.2: 0.5 h / -78 - 20 °C

2.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium hydroxide; silver(l) oxide / 1,4-dioxane; water / 27 h / 20 °C

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; 2,2,6,6-tetramethylpiperidinyl-lithium; potassium hydroxide; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; water; 2.1: |Suzuki-Miyaura Coupling;
DOI:10.1246/cl.130643