97443-80-6

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-1,3,5-tricyclohexylbenzene is used as a key intermediate in the synthesis of complex organic molecules, particularly in the pharmaceutical industry. Its unique structure allows for the creation of bulky biarylphosphines, which can be employed as ligands in palladium-catalyzed C-O cross-coupling reactions. These reactions are crucial for the formation of carbon-oxygen bonds in various pharmaceutical compounds, enhancing their stability and bioactivity.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Bromo-1,3,5-tricyclohexylbenzene serves as a versatile building block for the preparation of a wide range of organic compounds. Its ability to participate in various types of chemical reactions, such as cross-coupling and substitution, makes it a valuable precursor for the development of new materials and compounds with potential applications in various industries.
Used in Material Science:
2-Bromo-1,3,5-tricyclohexylbenzene can also be utilized in material science for the development of novel materials with specific properties. Its bulky and symmetrical structure can contribute to the formation of materials with improved thermal stability, mechanical strength, and chemical resistance, making them suitable for various applications, such as in the automotive, aerospace, and electronics industries.

Upstream product

• 256390-55-3 cyclohexylzinc chloride 
• 626-39-1 1,3,5-trisbromobenzene 
• 7325-14-6 1,3,5-tricyclohexylbenzene 
• 108-85-0 1-bromocyclohexane 
• 71-43-2 benzene 

Downstream Products

• 1309446-13-6 (R_a)-3,3’-bis(2,4,6-tricyclohexylphenyl)-[1,1’-binaphthalene]-2,2’-diol 
• 820217-34-3 2-[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl]-2-(2,4,6-tricyclohexylphenyl)-4-mesityl-1,3,5,2-oxaselenazastannole 
• 820217-31-0 2-[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl]-2-(2,4,6-tricyclohexylphenyl)-4-mesityl-1,3,5,2-oxathiazastannole 
• 820217-04-7 2-[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl]-2-(2,4,6-tricyclohexylphenyl)-4-phenylimino-1,3,2-dithiastannetane 
• 820217-14-9 dibromo(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)(2,4,6-tricyclohexylphenyl)stannane 
• 176763-10-3 5-(2,4,6-tricyclohexylphenyl)-5-[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl]-1,2,3,4,5-tetrathiastannolane 
• 820217-29-6 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl(2,4,6-tricyclohexylphenyl)Sn=S 
• 820217-25-2 (2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)(2,4,6-tricyclohexylphenyl)stannane 
• 198023-01-7 5-(2,4,6-tricyclohexylphenyl)-5-[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl]-1,2,3,4,5-tetraselenastannolane 
• 198023-05-1 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl(2,4,6-tricyclohexylphenyl)Sn=Se 
• 820217-06-9 (2,4,6-tricyclohexylphenyl)magnesium bromide 

Relevant academic research and scientific papers

An Alternative Synthesis of Cycloalkyl-Substituted CPA Catalysts and Application in Asymmetric Protonation Reactions**

An alternative synthesis of cycloalkyl-substituted CPA catalysts is reported. A Negishi coupling offers improved yields and purity of the necessary 1,3,5-tri(cycloalkyl)benzenes. Limitations in the use of commercial organozinc reagents have been identifie

Organocatalytic Kinetic Resolution of Sulfoximines

An efficient kinetic resolution of sulfoximines with enals was realized using chiral N-heterocyclic carbene (NHC) catalysts. The stereoselective amidation proceeds without additional acyl transfer agent. Both enantiomers of the sulfoximines can be obtaine

Enantioselective halogenative semi-pinacol rearrangement: Extension of substrate scope and mechanistic investigations

The present Full Paper article discloses a survey of our recent results obtained in the context of the enantioselective halogenation-initiated semi-pinacol rearrangement. Commencing with the fluorination/semi-pinacol reaction first and moving to the heavier halogens (bromine and iodine) second, the scope and limitations of the halogenative phase-transfer methodology will be discussed and compared. An extension of the fluorination/semi-pinacol reaction to the ring-expansion of five-membered allylic cyclopentanols will be also described, as well as some preliminary results on substrates prone to desymmetrization will be given. Finally, the present manuscript will culminate with a detailed mechanistic investigation of the canonical fluorination/semi-pinacol reaction. Our mechanistic discussion will be based on in situ reaction progress monitoring, complemented with substituent effect, kinetic isotopic effect and non-linear behaviour studies.

Enantioselective organocatalytic fluorination-induced Wagner-Meerwein rearrangement

Cracked under strain: Strained allylic cyclobutanols and cyclopropanols readily undergo a ring expansion described by the title rearrangement. This reaction is promoted by catalytic amounts of 1 and displays high tolerance with respect to the substrate scope. The corresponding β-fluoro spiroketone products are isolated in high yields and with excellent stereoselectivities. EDG=electron-donating group, EWG=electron-withdrawing group. Copyright

A new biarylphosphine ligand for the Pd-catalyzed synthesis of diaryl ethers under mild conditions

A new bulky biarylphosphine ligand (L8) has been developed that allows the Pd-catalyzed C-O cross-coupling of a wide range of aryl halides and phenols under milder conditions than previously possible. A direct correlation between the size of the ligand substituents in the 2′, 4′, and 6′ positions of the nonphosphine containing ring and the reactivity of the derived catalyst system was observed. Specifically, the rate of coupling increased with the size of these substituents.

Enantioselective synthesis of highly substituted furans by a copper(II)-catalyzed cycloisomerization-indole addition reaction

A catalytic enantioselective reaction based on a copper(II) catalyst strictly containing chiral anionic ligands is described. In the present work, copper(II)-phosphate catalyst promotes the intramolecular heterocyclization of 2-(1-alkynyl)-2-alkene-1-ones

SECONDARY STERIC EFFECTS IN 2,4,6-TRIALKYLATED ACETOPHENONES AND NITROBENZENES: DIPOLE MOMENTS AND 13C NMR SPECTRA

Dipole moments of 2,4,6-trialkylated acetophenones (II) and bromobenzenes (III) with variable size of the alkyl groups were measured in two solvents.The main intention was to shed more light on the previous results with similarly substituted nitrobenzenes