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9-(4-broMophenyl)-10-phenylanthracene, commonly referred to as bro-Phenanthrene, is an organic compound that is widely used in the chemical industry as a building block for the synthesis of various materials.
Its synthetic routes are many and varied, and different methods can be used depending on the desired application.
One of the most common methods for synthesizing bro-Phenanthrene is through the reaction of 4-bromo-meta-xylenol (1,4-BROX) with 9-phenylanthracene-10-boronic acid (1,9-PAB).
This reaction, known as a Suzuki-Miyaura coupling, is a type of palladium-catalyzed coupling reaction that forms a new carbon-carbon bond between two organic molecules.
The reaction proceeds through a boronic acid-mediated transfer of the boronic acid group from the boronic acid to the 4-bromo-meta-xylenol, which results in the formation of a new carbon-carbon bond between the boronic acid group and the 4-bromo-meta-xylenol.
The resulting product, bro-Phenanthrene, can then be further transformed into other materials through various chemical reactions.
Another synthetic route for bro-Phenanthrene involves the reaction of 4-bromo-meta-xylenol (1,4-BROX) with 9-phenylanthracene-10-boronic acid (1,9-PAB) in the presence of a copper catalyst.
This reaction is known as a copper-catalyzed Suzuki-Miyaura coupling reaction, and it is similar to the palladium-catalyzed reaction in terms of the formation of a new carbon-carbon bond between the boronic acid group and the 4-bromo-meta-xylenol.
However, the use of copper as the catalyst allows for the formation of the new bond to occur at a lower temperature, which can make the reaction easier to perform and more efficient.
In addition to these Suzuki-Miyaura coupling reactions, bro-Phenanthrene can also be synthesized through the use of other synthetic methods, such as the reaction of 4-bromo-meta-xylenol (1,4-BROX) with 9,10-dihydro-9,10-dihydrophenanthrene-1,4-diyl diazoacetate (1,4-DIDA).
This reaction, known as a Huisgen diazo reaction, forms a new carbon-carbon bond between the 4-bromo-meta-xylenol and the 9,10-dihydro-9,10-dihydrophenanthrene-1,4-diyl diazoacetate.
The resulting product, bro-Phenanthrene, can then be further transformed into other materials through various chemical reactions.
In conclusion, there are several synthetic routes for the synthesis of bro-Phenanthrene, including Suzuki-Miyaura coupling reactions and Huisgen diazo reactions.
The choice of synthetic route depends on the desired application, and each route offers its own advantages and disadvantages.
Regardless of the method used, bro-Phenanthrene is an important building block in the chemical industry and is widely used in the synthesis of various materials.