2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylene

Base Information

• Chemical Name: 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylene
• CAS No.: 929103-40-2
• Molecular Formula: C30H34B2O4
• Molecular Weight: 480.22
• Mol file: 929103-40-2.mol

Synonyms:2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylene

Chemical Property of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylene

Chemical Property:

• PSA: 36.92000
• LogP: 5.74460

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylene is a key intermediate in the synthesis of electron transport materials (ETMs) and host materials, particularly for triphenylene-based derivatives. It can be efficiently synthesized from inexpensive starting materials in a five-step process with high yield (48.6%), enabling scalable production of ETMs such as BPyTP-2. 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylene serves as a versatile building block for further applications in material science, facilitating the development of advanced organic electronic materials. **Return:** 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylene is a crucial intermediate for synthesizing electron transport materials and host materials, particularly in triphenylene-based systems. Its efficient and scalable synthesis enables practical applications in organic electronics and material design.

Technology Process of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylene

There total 12 articles about 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)triphenylene 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: 89.0%

2,7-dibromotriphenylene (888041-37-0) + bis(pinacol)diborane (73183-34-3) → 2,7-bis(4,4,5,5-tetramethyl-[1,3,2]dioxabororan-2-yl)triphenylene (929103-40-2)

Guidance literature:

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; In 1,4-dioxane; for 72h; Inert atmosphere; Reflux;

DOI:10.1002/anie.202115020

Reference yield: 82.0%

2,7-dichlorotriphenylene + bis(pinacol)diborane (73183-34-3) → 2,7-bis(4,4,5,5-tetramethyl-[1,3,2]dioxabororan-2-yl)triphenylene (929103-40-2)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium acetate; In toluene; at 100 ℃; for 40h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02429

Reference yield: 71.0%

triphenylene-2,7-diyl bis(trifluoromethane sulfonate) + bis(pinacol)diborane (73183-34-3) → 2,7-bis(4,4,5,5-tetramethyl-[1,3,2]dioxabororan-2-yl)triphenylene (929103-40-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.oprd.7b00280

upstream raw materials:

bis(pinacol)diborane

2,7-dibromotriphenylene

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1,2-Diiodobenzene

Downstream raw materials:

C₅₈H₃₆

C₇₀H₄₄

C₅₄H₃₆