27643-99-8

Usage

Chiral compound

Consists of a biphenyl moiety and a phenylethanol moiety, has a chiral center at the carbon atom connected to the hydroxyl group

Structure

Consists of a biphenyl ring (two phenyl rings connected by a single carbon-carbon bond) and a phenylethanol group (a phenyl ring connected to a two-carbon chain with a hydroxyl group at the end)

Usage

Commonly used in the synthesis of various pharmaceuticals and biologically active compounds due to its unique structure and properties

Asymmetric synthesis

Known for its potential applications in asymmetric synthesis, which is a technique used to create molecules with different three-dimensional orientations of the same molecular formula.

Chiral building block

Used as a chiral building block in organic synthesis, which is a molecule used to create more complex molecules with a specific three-dimensional structure.

Upstream product

• 591-51-5 phenyllithium 
• 299159-59-4 1-[([1,1'-biphenyl]-4-ylmethoxy)methyl]-1H-1,2,3-benzotriazole 
• 36099-26-0 2-([1,1′-biphenyl]-4-yl)oxirane 
• 98-80-6 phenylboronic acid 
• 3218-36-8 4-Phenylbenzaldehyde 
• 324-74-3 4-fluoro-biphenyl 
• 591-50-4 iodobenzene 
• 81309-60-6 [(1,1'-biphenyl)-4-ylmethyl]trimethylsilane 
• 100-52-7 benzaldehyde 
• 1765-93-1 4-fluoroboronic acid 
• 127292-60-8 1-([1,1’-biphenyl]-4-yl)-N,N-dimethylmethanamine 
• 100-42-5 styrene 

Relevant academic research and scientific papers

Heterogeneous visible-light-induced Meerwein hydration reaction of alkenes in water using mpg-C3N4 as a recyclable photocatalyst

A green and efficient visible light induced Meerwein hydration reaction of alkenes in aqueous medium using mpg-C3N4 as a recyclabe photocatalyst has been disclosed. This protocol provides a direct approach for the preparation of racemic alcohols via a free radical mechanism. Water acted as both a solvent and a reagent without any additives or co-solvents. The metal-free heterogeneous semiconductor is found to be fully recyclable at least 5 times without any significant reduction in activity. The Meerwein hydration reaction has an excellent substrate scope and gave the desired products in moderate to high yields. Furthermore, this reaction could be carried out under solar light irradiation and is applicable for large-scale reactions with satisfactory results.

Visible-Light-Driven External-Reductant-Free Cross-Electrophile Couplings of Tetraalkyl Ammonium Salts

Cross-electrophile couplings between two electrophiles are powerful and economic methods to generate C-C bonds in the presence of stoichiometric external reductants. Herein, we report a novel strategy to realize the first external-reductant-free cross-electrophile coupling via visible-light photoredox catalysis. A variety of tetraalkyl ammonium salts, bearing primary, secondary, and tertiary C-N bonds, undergo selective couplings with aldehydes/ketone and CO2. Notably, the in situ generated byproduct, trimethylamine, is efficiently utilized as the electron donor. Moreover, this protocol exhibits mild reaction conditions, low catalyst loading, broad substrate scope, good functional group tolerance, and facile scalability. Mechanistic studies indicate that benzyl radicals and anions might be generated as the key intermediates via photocatalysis, providing a new direction for cross-electrophile couplings.

Nickel-Catalyzed Csp2-Csp3 Bond Formation via C-F Bond Activation

A nickel-catalyzed cross coupling of aryl fluorides via C-F bond activation has been developed. The alkylation method allows selective replacement of aryl fluorides by alkyl groups and enables the synthesis of diverse and otherwise difficult to access scaffolds in good yields.

Nickel-catalyzed cross-coupling of styrenyl epoxides with boronic acids

Let's get multicatalytic! A Ni0 catalyst complexed with a biaryldialkyl monophosphine ligand facilitates C-C bond formation between styrenyl epoxides and aryl boronic acids (see scheme). X-ray analysis of a catalytically active nickel/ligand complex supports a redox pathway involving C sp 3-O bond activation. A variety of α-substituted alcohols were generated with good reaction efficiency by a multicatalytic sequence. Copyright

Benzotriazole-mediated [1,2]-Wittig rearrangement. The preparation of homoalcohols from ethers

α-(Benzotriazol-1-yl)alkyl benzyl ethers (6a-e) undergo [1,2]-Wittig rearrangement upon treatment with 2 equiv of organolithium reagents.