(E)-2-(2-(4-chlorophenyl)-2-phenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:(E)-2-(2-(4-chlorophenyl)-2-phenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:1241903-45-6
Molecular Formula:C₂₀H₂₂BClO₂
Molecular Weight:340.657
Hs Code.:

Synonyms:(E)-2-(2-(4-chlorophenyl)-2-phenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Chemical Property of (E)-2-(2-(4-chlorophenyl)-2-phenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Technology Process of (E)-2-(2-(4-chlorophenyl)-2-phenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 6 articles about (E)-2-(2-(4-chlorophenyl)-2-phenylvinyl)-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: 80.0%

: 942512-16-5
1-bromo-2-[1-(4-chlorophenyl)ethenyl]benzene

: 73183-34-3
bis(pinacol)diborane

: 1241903-45-6
(E)-2-(2-(4-chlorophenyl)-2-phenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: With P(p-CH₃OC₆H₄)3; tetrabutylammomium bromide; cesium acetate; palladium diacetate; In tetrahydrofuran; at 110 ℃; for 3h; regioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1021/jacs.5b11990

Reference yield:

: 1375111-59-3
C₁₄H₁₇BBrClO₂

: 100-58-3
phenylmagnesium bromide

: 1241903-45-6
(E)-2-(2-(4-chlorophenyl)-2-phenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: phenylmagnesium bromide; With zinc dibromide; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h; Inert atmosphere;

C₁₄H₁₇BBrClO₂; With bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; at 23 ℃; for 2h; stereoselective reaction; Inert atmosphere;
DOI:10.1002/adsc.200900766

Reference yield:

: 6630-33-7
ortho-bromobenzaldehyde

: 1241903-45-6
(E)-2-(2-(4-chlorophenyl)-2-phenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere; Schlenk technique

2.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique

3.2: 2 h / 0 °C / Inert atmosphere; Schlenk technique

4.1: cesium acetate; palladium diacetate; tetrabutylammomium bromide; P(p-CH₃OC₆H₄)3 / tetrahydrofuran / 3 h / 110 °C / Inert atmosphere; Schlenk technique

With n-butyllithium; P(p-CH₃OC₆H₄)3; tetrabutylammomium bromide; cesium acetate; palladium diacetate; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; 4.1: |Miyaura Borylation Reaction;
DOI:10.1021/jacs.5b11990