Home Chemistry Organic Building Blocks Alkynyls 4-(Phenylethynyl)-1,1'-Biphenyl
Suzuki Coupling: This is a cross-coupling reaction that can be used to introduce various substituents onto the phenyl rings. It involves reacting the compound with an arylboronic acid or boronate ester in the presence of a palladium catalyst.
Sonogashira Coupling: This is a palladium-catalyzed coupling reaction that can be used to introduce alkynes onto the phenyl rings. In this case, it might be used to further functionalize the phenylethynyl group.
Hydrogenation: The triple bond in the phenylethynyl group can be selectively hydrogenated to form a saturated alkyl group. This reaction can be carried out in the presence of a suitable catalyst, such as palladium on carbon.
Oxidation of the Alkyne: The alkyne group can be oxidized to form a carbonyl compound, typically an aldehyde or ketone, using oxidizing agents like potassium permanganate (KMnO4) or Jones reagent.
Grignard Reaction: The compound can react with a Grignard reagent (an organomagnesium compound) to introduce various substituents onto the phenyl rings.
Reduction of the Biphenyl Core: The biphenyl core can be reduced to form a single phenyl ring, typically by using reducing agents like lithium aluminum hydride (LiAlH4).
Aryne Chemistry: If the conditions are right, the phenylethynyl group could undergo aryne chemistry, where an aryne intermediate is formed and can react with nucleophiles to form various substituted products.
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4-Butyl-4'-((2,6-difluoro-4-propylphenyl)ethynyl)-1,1'-biphenyl
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4-[2-(2,6-Difluoro-4-pentylphenyl)ethynyl]-4'-propyl-1,1'-biphenyl
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4-((4-Butyl-2,6-difluorophenyl)ethynyl)-4'-propyl-1,1'-biphenyl
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4-((4-Ethyl-2,6-difluorophenyl)ethynyl)-4'-propyl-1,1'-biphenyl
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4-((2,6-Difluoro-4-propylphenyl)ethynyl)-4'-ethyl-1,1'-biphenyl
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