(E)-(2-(cyclohex-1-en-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)dimethyl (phenyl)silane

Base Information

• Chemical Name: (E)-(2-(cyclohex-1-en-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)dimethyl (phenyl)silane
• CAS No.: 1565830-16-1
• Molecular Formula: C₂₂H₃₃BO₂Si
• Molecular Weight: 368.399
• Mol file: 1565830-16-1.mol

Synonyms:(E)-(2-(cyclohex-1-en-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)dimethyl (phenyl)silane

Chemical Property of (E)-(2-(cyclohex-1-en-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)dimethyl (phenyl)silane

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (E)-(2-(cyclohex-1-en-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)dimethyl (phenyl)silane

There total 3 articles about (E)-(2-(cyclohex-1-en-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)dimethyl (phenyl)silane 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: 81.0%

1-ethenylcyclohexene (931-49-7) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → (E)-(2-(cyclohex-1-en-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)dimethyl (phenyl)silane (1565830-16-1) + (Z)-(2-(cyclohex-1-en-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)dimethyl(phenyl)silane (185989-96-2)

Guidance literature:

With Au-TiO₂; In dichloromethane; at 25 ℃; for 2h; regioselective reaction;

DOI:10.1021/ol500225x

Reference yield: 56.0%

1-ethenylcyclohexene (931-49-7) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → (E)-(2-(cyclohex-1-en-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)dimethyl (phenyl)silane (1565830-16-1)

Guidance literature:

With copper(I) thiophene-2-carboxylate; tricyclohexylphosphine; In cyclohexane; at 60 ℃; for 12h; regioselective reaction; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02160

Reference yield:

1-ethenylcyclohexene (931-49-7) + 1,2-diphenyltetramethyldisilane (1145-98-8) + bis(pinacol)diborane (73183-34-3) → (E)-(2-(cyclohex-1-en-1-yl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)dimethyl (phenyl)silane (1565830-16-1)

Guidance literature:

With gold nanoparticles supported on titanium dioxide; at 65 ℃; for 2h; chemoselective reaction;

DOI:10.1002/ejoc.201700754

upstream raw materials:

1-ethenylcyclohexene

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

1,2-diphenyltetramethyldisilane

bis(pinacol)diborane