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1,3,2-Dioxaborolane, also known as BDD, is a highly versatile building block in organic chemistry.
It is commonly used as a synthetic intermediate in the production of various chemicals, pharmaceuticals, and materials.
The compound 2,2'-(9,9-dimethyl-9H-fluorene-2,7-diyl)bis[4,4,5,5-tetramethyl]borate, also known as BDDB, is a derivative of BDD and is also commonly used as a synthetic intermediate.
One of the most common synthetic routes for BDD involves the reduction of boric acid with aluminum oxide.
This reaction is exothermic and requires careful temperature control to prevent unwanted side reactions.
The resulting borane is then treated with sodium hydroxide to generate the hydroborate ester, which is subsequently reduced with hydrogen in the presence of a metal catalyst such as palladium or platinum.
Another synthetic route for BDD involves the reduction of boric acid with lithium aluminum hydride (LiAlH4).
This reaction also requires careful temperature control and results in the formation of the borane, which is then treated with sodium hydroxide to generate the hydroborate ester.
This ester is then reduced with hydrogen in the presence of a metal catalyst, such as palladium or platinum, to afford the desired BDD product.
BDDB can be synthesized from BDD using a similar synthetic route.
The reduction of boric acid with aluminum oxide or lithium aluminum hydride is followed by the treatment of the resulting borane with 9,9-dimethylfluorene and subsequent hydroboration and reduction steps to generate the desired product.
The synthetic routes for 1,3,2-dioxaborolane and 2,2'-(9,9-dimethyl-9H-fluorene-2,7-diyl)bis[4,4,5,5-tetramethyl]borate are complex and multi-step processes that require careful temperature control and the use of various reagents and catalysts.
However, these compounds have a wide range of applications in the chemical industry and are highly valuable synthetic intermediates.