(Z)-1-(dimethylphenylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-diphenylethene

Base Information

Chemical Name:(Z)-1-(dimethylphenylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-diphenylethene
CAS No.:1443743-82-5
Molecular Formula:C₂₈H₃₃BO₂Si
Molecular Weight:440.465
Hs Code.:

Synonyms:(Z)-1-(dimethylphenylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-diphenylethene

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Chemical Property of (Z)-1-(dimethylphenylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-diphenylethene

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Technology Process of (Z)-1-(dimethylphenylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-diphenylethene

There total 8 articles about (Z)-1-(dimethylphenylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-diphenylethene 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: 75.0%

: 591-50-4
iodobenzene

: 1443743-81-4
dimethyl(phenyl)(1-phenyl-2,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)silane

: 1443743-82-5
(Z)-1-(dimethylphenylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-diphenylethene

: (E)-1-(dimethylphenylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-diphenylethene

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 12h; Reagent/catalyst; Solvent; Temperature; Time; Overall yield = 85 %; chemoselective reaction; Schlenk technique; Inert atmosphere;
DOI:10.1021/ol401333j

Reference yield: 27.0%

: 591-50-4
iodobenzene

: 1443743-81-4
dimethyl(phenyl)(1-phenyl-2,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)silane

: 1443743-82-5
(Z)-1-(dimethylphenylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-diphenylethene

Guidance literature:: With C₇H₅Cl₂NPd; o-phenylenebis(diphenylphosphine); potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 12h; chemoselective reaction; Schlenk technique; Inert atmosphere;
DOI:10.1021/ol401333j

Reference yield:

: 185990-03-8
dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

: 1443743-82-5
(Z)-1-(dimethylphenylsilyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-diphenylethene

Guidance literature:: Multi-step reaction with 2 steps

1: palladium diacetate; 1,1,3,3-tetramethylbutane isonitrile / toluene / 2 h / 20 °C / Inert atmosphere; Schlenk technique; Reflux

2: potassium carbonate; C₇H₅Cl₂NPd; o-phenylenebis(diphenylphosphine) / tetrahydrofuran; water / 12 h / 20 °C / Schlenk technique; Inert atmosphere

With 1,1,3,3-tetramethylbutane isonitrile; C₇H₅Cl₂NPd; o-phenylenebis(diphenylphosphine); palladium diacetate; potassium carbonate; In tetrahydrofuran; water; toluene; 2: |Suzuki-Miyaura Coupling;
DOI:10.1021/ol401333j