4,4'-bis(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,3'-dimethoxybiphenyl

Base Information

• Chemical Name: 4,4'-bis(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,3'-dimethoxybiphenyl
• CAS No.: 256387-75-4
• Molecular Formula: C₂₆H₃₆B₂O₆
• Molecular Weight: 466.19

Synonyms:4,4'-bis(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,3'-dimethoxybiphenyl

Chemical Property of 4,4'-bis(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,3'-dimethoxybiphenyl

Chemical Property:

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Technology Process of 4,4'-bis(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,3'-dimethoxybiphenyl

There total 4 articles about 4,4'-bis(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,3'-dimethoxybiphenyl 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: 70.0%

4,4'-diiodo-3,3'-dimethoxylbiphenyl (92160-61-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4'-bis(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,3'-dimethoxybiphenyl (256387-75-4)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;

DOI:10.1039/b512276g

Reference yield: 70.0%

pinacolboronic acid (25240-59-9) + 4,4'-diiodo-3,3'-dimethoxylbiphenyl (92160-61-7) → 4,4'-bis(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,3'-dimethoxybiphenyl (256387-75-4)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In not given; from B- and I-contg. compds. in the presence of Pd catalyst; according to N. Sakai et al. J. Am. Chem. Soc., 2001, 123, 2517-2524;

DOI:10.1039/b512276g

Reference yield:

o-dianisidine bisdiazotated zinc doublesalt (84633-94-3) → 4,4'-bis(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,3'-dimethoxybiphenyl (256387-75-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / KI / H₂O / 14 h / 0 °C

2: 59 percent / PdCl₂(dppf); triethylamine / acetonitrile / 4 h / 80 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine; potassium iodide; In water; acetonitrile; 1: Iodination / 2: Condensation;

DOI:10.1021/ol991210n

upstream raw materials:

4,4'-diiodo-3,3'-dimethoxylbiphenyl

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

fast blue B

o-dianisidine bisdiazotated zinc doublesalt

Downstream raw materials:

6⁴,1⁴-diiodo-6³,5²,4³,3²,2³,1³-hexamethoxy-p-sexiphenyl

4,4'''''-diiodo-[1,4';1',1'';4'',4''';1''',1'''';4'''',1''''']sexiphenyl-3,2',2'',2''',2'''',3'''''-hexaol

1⁶,8⁶-dimethyl-1²,2²,3³,4²,5³,6²,7³,8²-octamethoxy-p-octiphenyl

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