57615-50-6

Upstream product

• 19053-14-6 4,4''-diiodo-1,1':4',1''-terphenyl 
• 43141-54-4 2¹,5¹,2⁵,5⁵-Tetramethyl-p-quinquephenyl 

Downstream Products

• 950846-32-9 C₃₄H₂₄Br₆ 
• 1290084-79-5 4'''''-bromo-2',2''''',4,5',5'''''-tetramethyl-4-methoxycarbonyl(hexa-p-phenylene) 

Relevant academic research and scientific papers

Suzuki-Miyaura monocouplings of p-dibromobiphenyl and substituted p-dibromo(penta-p-phenylenes)

The mono/bis ratio for the Suzuki-Miyaura cross coupling of p-dibromobiphenyl and p-dibromo(pentap-phenylenes) with arylboronic acids and esters has been studied. The coupling reaction is demonstrated to be highly selective for monoarylation when the substrate is a p-dibromooligoarene, while selective biarylation is obtained for p-diiodoterphenyl. The mono/bis coupling-ratio for these compounds was highly sensitive to the nature of the halogen involved, however steric hindrance or electronic characteristics of the boronic derivative did not affect the selectivity of the reaction. The reaction yields observed were higher at room temperature and when arylboronic pinacol esters were used. These reactions also offer a useful method for the preparation of asymmetrically substituted terphenyls and hexa-p-phenylenes, giving good yields.

Synthesis of penta-p-phenylenes with oligo(ethylene glycol) side chains

We report an efficient synthesis of a series of penta-p-phenylene derivatives with four side chains of various lengths, including deca(ethylene glycol) groups. The key feature of the synthesis is that the side chains are efficiently introduced in the last step, facilitating optimization of the side chains for different applications. Raman spectroscopy study indicates a similarly high rigidity for all these compounds, even those with long oligo(ethylene glycol) side chains. The deca(ethylene glycol)-substituted penta-p-phenylene derivatives are versatile building blocks for construction of nanometric, tripod-shaped adsorbates for biological applications.