The Production Process of Bisbenz[5,6]indeno[1,2,3-cd:1′,2′,3′-lm]perylene, 5,10,15,20-tetraphenyl-, radical ion(1+)

Bisbenz[5,6]indeno[1,2,3-cd:1′,2′,3′-lm]perylene, 5,10,15,20-tetraphenyl-, radical ion(1+) is a complex molecule with a long and intricate name, but it is also a compound with a wide range of potential applications in the chemical industry.

The production process of this molecule involves several steps, including the synthesis of its individual components and then their assembly into the final product.
This process can be broken down into several stages:

Stage 1: Synthesis of Indenofunctionalized Perylene
The synthesis of this component of the molecule begins with the reaction of ortho-phenylene diamine with chlorobenzene in the presence of a Lewis acid catalyst.
This results in the formation of the indenofunctionalized perylene precursor.

Stage 2: Synthesis of [5,6]-Bis(secondary amine)-4,4'- diaminostilbene
The next step involves the synthesis of [5,6]-bis(secondary amine)-4,4'-diaminostilbene.
This is accomplished through the reaction of the indenofunctionalized perylene precursor with a secondary amine, such as N,N-dimethylaniline.

Stage 3: Synthesis of [1,2,3-cd:1′,2′,3′-lm]perylene
The [1,2,3-cd:1′,2′,3′-lm]perylene component of the molecule is synthesized through a Suzuki-Miyaura coupling reaction between [5,6]-bis(secondary amine)-4,4'-diaminostilbene and phenylboronic acid in the presence of a palladium catalyst and a base.

Stage 4: Synthesis of 5,10,15,20-Tetraphenyl-2,3-dihydro-1H,3H-spiro[chromene-2,2'-indeno[1,2-d][1,3]benzoxazepine]
The final step involves the synthesis of the 5,10,15,20-tetraphenyl-component of the molecule.
This step involves the reaction of [1,2,3-cd:1′,2′,3′-lm]perylene with a set of five phenylboronic acid derivatives in the presence of palladium and base catalysts.

Stage 5: Assembly of the Final Product
The final step in the production process of Bisbenz[5,6]indeno[1,2,3-cd:1′,2′,3′-lm]perylene, 5,10,15,20-tetraphenyl-, radical ion(1+) is the assembly of the individual components into the final product.

Challenges in Production

The production of Bisbenz[5,6]indeno[1,2,3-cd:1′,2′,3′-lm]perylene, 5,10,15,20-tetraphenyl-, radical ion(1+) involves several synthetic steps, each of which presents its own set of challenges.
For example, the Suzuki-Miyaura coupling reaction that forms [1,2,3-cd:1′,2′,3′-lm]perylene requires the precise regulation of the reaction conditions to ensure the formation of the desired product.
In addition, the selection of appropriate catalysts and bases is crucial for the success of the synthesis.

Applications of Bisbenz[5,6]indeno[1,2,3-cd:1′,2′,3′-lm]perylene, 5