40189-21-7

Usage

Uses

Used in Organic Synthesis:
1,3-diphenyl adamantane is used as a building block in organic synthesis for its potential to contribute to the development of novel organic materials with specific properties. Its unique structure allows for the creation of compounds with tailored characteristics for various applications.
Used in Material Science:
In the field of material science, 1,3-diphenyl adamantane is utilized as a component in the design and synthesis of new materials. Its incorporation can enhance the properties of materials, making them suitable for specialized uses in industries such as electronics, pharmaceuticals, and polymer chemistry.
Used in Pharmaceutical Development:
1,3-diphenyl adamantane is used as a scaffold in pharmaceutical development for its potential to form the basis of new drug molecules. Its structure may be modified to target specific biological pathways or to improve the pharmacokinetic properties of drug candidates, thereby contributing to the discovery of new therapeutic agents.
Used in Research and Development:
In research and development settings, 1,3-diphenyl adamantane serves as a subject of study for understanding its chemical properties and exploring its reactivity. This can lead to the discovery of new reactions or processes that utilize 1,3-diphenyl adamantane, expanding its applications in various chemical and industrial processes.

InChI:InChI=1S/C22H24/c1-3-7-19(8-4-1)21-12-17-11-18(13-21)15-22(14-17,16-21)20-9-5-2-6-10-20/h1-10,17-18H,11-16H2

Upstream product

• 281-23-2 adamantane 
• 71-43-2 benzene 
• 40079-92-3 2-adamantanecarbonyl chloride 
• 19066-24-1 2-Phenyladamantane 
• 16104-50-0 1,3-dichloroadamantane 
• 100-58-3 phenylmagnesium bromide 
• 768-90-1 1-Adamantyl bromide 
• 53488-28-1 dinitrate of 1,3-adamantanediol 
• 17933-29-8 7-methylenebicyclo[3.3.1]nonan-3-one 

Downstream Products

• 83102-75-4 1,3-bis(4-iododiphenyl)adamantane 
• 811830-68-9 1-[2,4-dimethyl-5-(4-(3-(4-iodophenyl)adamantanyl)phenyl)thiophen-3-yl]-2-(2-methoxy-4-methyl-5-phenylthiophen-3-yl)-3,3,4,4,5,5-hexafluorocyclopentene 
• 811830-66-7 1-[2-methoxy-4-methyl-5-(4-(3-(4-iodophenyl)adamantanyl)phenyl)thiophen-3-yl]-2-(2-methoxy-4-methyl-5-phenylthiophen-3-yl)-3,3,4,4,5,5-hexafluorocyclopentene 
• 503310-89-2 1-[2-methoxy-4-methyl-5-(4-(3-(4-(2-(1,5-dimethoxy-10-phenylanthracen-9-yl)ethynyl)phenyl)adamantanyl)phenyl)thiophen-3-yl]-2-(2-methoxy-4-methyl-5-phenylthiophen-3-yl)-3,3,4,4,5,5-hexafluorocyclopentene 
• 101968-58-5 1,3-bis(4-bromophenyl)tricyclo<3.3.1.1^3,7>decane 

Relevant academic research and scientific papers

Alkylation of aromatic compounds with 1-bromoadamantane in the presence of metal complex catalysts

Synthesis of aryladamantanes was performed by reaction of 1-bromoadamantane with aromatic compounds in the presence of metal complex catalysts containing Mo, Cr, W, Cu, and Co.

Cross-coupling of non-activated chloroalkanes with aryl grignard reagents in the presence of iron/N-heterocyclic carbene catalysts

An efficient and high-yielding cross-coupling reaction of various primary, secondary, and tertiary alkyl chlorides with aryl Grignard reagents was achieved by using catalytic amounts of N-heterocyclic carbene ligands and iron salts. This reaction is a simple and efficient arylation method having applicability to a wide range of industrially abundant chloroalkanes, including polychloroalkanes, which are challenging substrates under conventional cross-coupling conditions.

Boron Tris(triflate) Catalyzed Adamantylation of Benzene and Toluene with 1- and 2-Haloadamantanes and Adamantanoyl Chlorides. Isomerization of Phenyl- and Tolyladamantanes

Boron tris(triflate) catalyzed adamantylation of benzene and toluene was studied with isomeric 1- and 2-haloadamantanes.The alkylations give 1- and 2-phenyl- and isomeric tolyladamantanes in varying ratios.Interconversion of isomeric 2-phenyl(tolyl)adamantanes into the corresponding 1-phenyl(tolyl)adamantanes was observed through intermolecular isomerization involving adamantyl cations and adamantane, which is formed in significant amount in all the reactions.Decarbonylative alkylation of aromatics with adamantanoyl chlorides was also investigated.Adamantanoylated aromatics were formed only in very low amounts, the major product being adamantylated aromatics in accord with extensive decarbonylation of the adamantanoyl cations.The mechanism of the studies adamantylations was further substantiated by studying the boron tris(triflate) catalyzed isomerization of 1- and 2-aryladamantanes under comparable conditions.

Preparation of 1,3-Functionalized Adamantanes by Lewis Acid Catalyzed Electrophilic Cyclization of 7-Methylenebicyclononan-3-one in the Presence of ?- and N-Nucleophiles

Preparation of 1,3-difunctionalized adamantane derivatives from 7-methylenebicyclononane-3-one (1) in the presence of nucleophiles under Lewis acid catalysis is described.Reaction of 1 with benzene using a variety of Lewis acid catalysts gave 1,3-d

Direct Clay-Catalyzed Friedel-Crafts Arylation and Chlorination of the Hydrocarbon Adamantane

Multiple chlorinations and arylations at the tertiary positions of adamantane are promoted by FeCl3-doped K10 montmorillonite in CCl4 or in aromatic solvents.The process, remarkably easy implement, can be tailored to selective formation of monosubstituted 1-adamantyl derivatives or 1,3-disubstituted adamantanes.The process achieves alkylation at the meta- and para-positions of toluene leading to a purely statistical distribution and displays no substrate specificity in competition experiments between toluene and benzene.

REACTIONS OF ADAMANTYL NITRATES WITH AROMATIC COMPOUNDS.

It has been shown to be possible to use adamantyl nitrates in the synthesis of mono- and diaryladamantanes.The effects of substituents and the acidity of the medium on the yields of reaction products have been studied.