(E)-2-{4-[4-(tert-butyl)styryl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: (E)-2-{4-[4-(tert-butyl)styryl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1388147-80-5
• Molecular Formula: C₂₄H₃₁BO₂
• Molecular Weight: 362.32

Synonyms:(E)-2-{4-[4-(tert-butyl)styryl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of (E)-2-{4-[4-(tert-butyl)styryl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of (E)-2-{4-[4-(tert-butyl)styryl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 2 articles about (E)-2-{4-[4-(tert-butyl)styryl]phenyl}-4,4,5,5-tetramethyl-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: 63.0%

bis(pinacol)diborane (73183-34-3) + (E)-1-(4-tertbutylphenyl)-2-(4-bromophenyl)ethene (660437-82-1) → (E)-2-{4-[4-(tert-butyl)styryl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1388147-80-5)

Guidance literature:

With potassium acetate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

DOI:10.1002/chem.201102502

Reference yield:

4-tert-Butylstyrene (1746-23-2,26009-55-2) + 1,4-bromoiodobenzene (589-87-7) → (E)-2-{4-[4-(tert-butyl)styryl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1388147-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-(anthracen-9-ylmethyl)-1-(3-(3,6-dichloro-9H-carbazol-9-yl)-2-hydroxypropyl)-1H-imidazol-3-ium chloride; palladium diacetate; triethylamine / acetonitrile / 24 h / 120 °C / Schlenk technique; Inert atmosphere

2: palladium diacetate; potassium carbonate; XPhos / acetonitrile / 12 h / 80 °C / Schlenk technique; Inert atmosphere

With 3-(anthracen-9-ylmethyl)-1-(3-(3,6-dichloro-9H-carbazol-9-yl)-2-hydroxypropyl)-1H-imidazol-3-ium chloride; palladium diacetate; potassium carbonate; triethylamine; XPhos; In acetonitrile; 1: |Heck Reaction / 2: |Miyaura Borylation Reaction;

DOI:10.1002/asia.201900419

Reference yield:

(E)-2-{4-[4-(tert-butyl)styryl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1388147-80-5) + 2-bromo-7-(3-(naphthalen-1-yl)phenyl)-5,10-diphenyl-4b,5,9b,10-tetrahydroindolo[3,2-b]indole → (E)-2-(4-(4-(tert-butyl)styryl)phenyl)-7-(3-(naphthalen-1-yl)phenyl)-5,10-diphenyl-5,10-dihydroindolo[3,2-b]indole

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In toluene; at 100 ℃; for 16h; Inert atmosphere;

upstream raw materials:

bis(pinacol)diborane

(E)-1-(4-tertbutylphenyl)-2-(4-bromophenyl)ethene

4-tert-Butylstyrene

1,4-bromoiodobenzene

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