1,2,3,4-Tetraphenyltriphenylene

Base Information

• Chemical Name: 1,2,3,4-Tetraphenyltriphenylene
• CAS No.: 36262-81-4
• Molecular Formula: C42H28
• Molecular Weight: 532.684
• DSSTox Substance ID: DTXSID30524108
• Nikkaji Number: J3.052.327J
• Wikidata: Q82390736
• Mol file: 36262-81-4.mol

Synonyms:1,2,3,4-TETRAPHENYLTRIPHENYLENE;36262-81-4;tetraphenyl-triphenylene;DTXSID30524108

Chemical Property of 1,2,3,4-Tetraphenyltriphenylene

Chemical Property:

• XLogP3: 11.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 532.219100893
• Heavy Atom Count: 42
• Complexity: 764

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C3=C(C4=CC=CC=C4C5=CC=CC=C53)C(=C2C6=CC=CC=C6)C7=CC=CC=C7)C8=CC=CC=C8

Technology Process of 1,2,3,4-Tetraphenyltriphenylene

There total 8 articles about 1,2,3,4-Tetraphenyltriphenylene 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: 65.0%

9-bromophenanthrene (573-17-1) + diphenyl acetylene (501-65-5) → 1,2,3,4-tetraphenyltriphenylene (36262-81-4)

Guidance literature:

With potassium tetrachloropalladate(II); sodium acetate; In neat (no solvent); at 80 ℃; for 3h; regioselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1039/c3ra41924j

Reference yield: 8.0%

diphenyl acetylene (501-65-5) → 1,2,3,4-tetraphenyltriphenylene (36262-81-4)

Guidance literature:

With silver(I) acetate; palladium diacetate; In acetonitrile; at 110 ℃; for 36h; Inert atmosphere;

DOI:10.1002/chem.200800538

Reference yield:

9-bromophenanthrene (573-17-1) + diphenyl acetylene (501-65-5) → phenanthrene (85-01-8) + 1,2,3,4-tetraphenyltriphenylene (36262-81-4) + 4,5-diphenylacephenanthrylene (60300-72-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; Trimethylacetic acid; In 1-methyl-pyrrolidin-2-one; at 130 ℃; for 24h; Reagent/catalyst; Catalytic behavior; Sealed tube;

DOI:10.1002/chem.201405763

upstream raw materials:

1,3-diphenyl-2H-cyclopenta<1>phenanthren-2-one

diphenyl acetylene

2,2'-Bis(phenylethynyl)<1,1'-biphenyl>

phenanthro[9,10-d][1,2,3]triazol-1-ylamine

Downstream raw materials:

hexabenzocoronene

Refernces

• 1、 Liu, En-Chih,Chen, Min-Kuan,Li, Jen-Yi,Wu, Yao-Ting. "Palladium-catalyzed annulation of 9-halophenanthrenes with alkynes: Synthesis, structural analysis, and properties of acephenanthrylene-based derivatives". . p. 4755 - 4761. Retrieved 2015/03/18.
• 2、 Luetke Eversloh, Christian,Avlasevich, Yuri,Li, Chen,Muellen, Klaus. "Palladium-catalyzed pentannulation of polycyclic aromatic hydrocarbons". supporting information; experimental part. p. 12756 - 12762. Retrieved 2011/12/04.