(E,Z)-1-phenyl-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4-phenyl-1,3-hexadiene

Base Information

• Chemical Name: (E,Z)-1-phenyl-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4-phenyl-1,3-hexadiene
• CAS No.: 865999-44-6
• Molecular Formula: C₂₄H₂₉BO₂
• Molecular Weight: 360.304
• Mol file: 865999-44-6.mol

Synonyms:(E,Z)-1-phenyl-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4-phenyl-1,3-hexadiene

Chemical Property of (E,Z)-1-phenyl-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4-phenyl-1,3-hexadiene

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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MSDS Files:

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Technology Process of (E,Z)-1-phenyl-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4-phenyl-1,3-hexadiene

There total 2 articles about (E,Z)-1-phenyl-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4-phenyl-1,3-hexadiene 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: 73.0%

1,1-bis(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-2-phenyl-1-butene (865999-18-4) + E-styryl iodide (42599-24-6) → (E,Z)-1-phenyl-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4-phenyl-1,3-hexadiene (865999-44-6)

Guidance literature:

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ja054484g

Reference yield:

1,1-bis(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-2-phenyl-1-butene (865999-18-4) + (Z)-β-bromostyrene (588-73-8,1340-14-3) → (Z,Z)-1,4-diphenyl-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1,3-hexadiene + (E,Z)-1-phenyl-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4-phenyl-1,3-hexadiene (865999-44-6)

Guidance literature:

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 40 ℃; Title compound not separated from byproducts;

DOI:10.1021/ja054484g

Reference yield: 81.0%

(E,Z)-1-phenyl-3-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-4-phenyl-1,3-hexadiene (865999-44-6) + iodobenzene (591-50-4) → ((1E,3Z)-hexa-1,3-diene-1,3,4-triyl)tribenzene

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide; In tetrahydrofuran; at 60 ℃;

DOI:10.1021/ja054484g

upstream raw materials:

1,1-bis(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-2-phenyl-1-butene

(Z)-β-bromostyrene

E-styryl iodide