207611-87-8

Usage

Uses

Biphenyl-4,4'-diboronic acid bis(pinacol) ester is used as pharmaceutical intermediate.

Upstream product

• 92-87-5 p,p'-diaminobiphenyl 
• 73183-34-3 bis(pinacol)diborane 
• 2969-81-5 Ethyl 4-bromobutyrate 
• 68716-49-4 p-bromophenylboronic acid pinacol ester 
• 92-52-4 biphenyl 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 1091628-64-6 4,4'-bis(dichloroboryl)biphenyl 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 3001-15-8 4,4'-diiodobiphenyl 
• 398-23-2 4,4'-difluorobiphenyl 
• 1359844-10-2 2-(4’-fluoro-[1,1’-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 398-22-1 4-chloro-4′-fluoro-1,1′-biphenyl 
• 1381960-58-2 4,4,5,5-tetramethyl-2-(4'-methyl-[1,1'-biphenyl]-4-yl)-1,3,2-dioxaborolane 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 

Downstream Products

• 1256386-36-3 (S)-tert-butyl 2-(6-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-4-yl)-1H-benzo[d]imidazol-2-yl)pyrrolidine-1-carboxylate 
• 287944-16-5 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran 
• 1217269-85-6 [8]cyclo-para-phenylene 
• 171598-60-0 bacteriopyropheophorbide-a 
• 1596118-86-3 N⁴,N^4''-bis(2-(3,4,5-tri-((S)-3',7'-dimethyloctyl)oxybenzamido)ethyl)-[1,1':4',1''-quaterphenyl]-4,4''-dicarboxamide 

Relevant academic research and scientific papers

Converging Energy Transfer in Polynuclear Ru(II) Multiterpyridine Complexes: Significant Enhancement of Luminescent Properties

Ruthenium-based complexes are widely used as photocatalysts, as photosensitizers, or as building blocks for supramolecular assemblies. In the field of solar energy conversion, building light harvesting antenna is of prime interest. Nevertheless, collectin

Zirconium-redox-shuttled cross-electrophile coupling of aromatic and heteroaromatic halides

Transition metal-catalyzed cross-electrophile coupling (XEC) is a powerful tool for forging C(sp2)–C(sp2) bonds in biaryl molecules from abundant aromatic halides. While the synthesis of unsymmetrical biaryl compounds through multimetallic XEC is of high synthetic value, the selective XEC of two heteroaromatic halides remains elusive and challenging. Herein, we report a homogeneous XEC method, which relies on a zirconaaziridine complex as a shuttle for dual palladium-catalyzed processes. The zirconaaziridine-mediated palladium (ZAPd)-catalyzed reaction shows excellent compatibility with various functional groups and diverse heteroaromatic scaffolds. In accord with density functional theory (DFT) calculations, a redox transmetallation between the oxidative addition product and the zirconaaziridine is proposed as the crucial elementary step. Thus, cross-coupling selectivity using a single transition metal catalyst is controlled by the relative rate of oxidative addition of Pd(0) into the aromatic halide. Overall, the concept of a combined reducing and transmetallating agent offers opportunities for the development of transition metal reductive coupling catalysis.

[n]-Cyclo-9,9-dibutyl-2,7-fluorene (n=4, 5): Nanoring Size Influence in Carbon-Bridged Cyclo-para-phenylenes

For the last ten years, ring-shaped π-conjugated macrocycles possessing radially directed π-orbitals have been subject to intense research. The electronic properties of these rings are deeply dependent on their size. However, most studies involve the flag

Para-selective borylation of monosubstituted benzenes using a transient mediator

Herein, we conceptualized a transient mediator approach that has the capability of para-selective C-H functionalization of monosubstituted aromatics. This approach is enabled by in situ generation of a versatile sulfonium salt via highly electrophilic phenoxathiine or thianthrene dication intermediate which can be readily generated from its sulfoxide with trifluoromethanesulfonic anhydride. Preliminary mechanistic study implied that the remarkable para selectivity might be related to the incredible electrophilicity of thianthrene dication intermediate. The versatility of this approach was demonstrated via para-borylation of various monosubstituted simple aromatics combining the sulfonium salt formation with further photocatalyzed transformation.

Cleavage of C(aryl)?CH3 Bonds in the Absence of Directing Groups under Transition Metal Free Conditions

Organic chemists now can construct carbon–carbon σ-bonds selectively and sequentially, whereas methods for the selective cleavage of carbon–carbon σ-bonds, especially for unreactive hydrocarbons, remain limited. Activation by ring strain, directing groups, or in the presence of a carbonyl or a cyano group is usually required. In this work, by using a sequential strategy site-selective cleavage and borylation of C(aryl)?CH3 bonds has been developed under directing group free and transition metal free conditions. Methyl groups of various arenes are selectively cleaved and replaced by boryl groups. Mechanistic analysis suggests that it proceeds by a sequential intermolecular oxidation and coupling of a transient aryl radical, generated by radical decarboxylation, involving a pyridine-stabilized persistent boryl radical.

LiHMDS-Promoted Palladium or Iron-Catalyzed ipso-Defluoroborylation of Aryl Fluorides

A novel and efficient method for the synthesis of arylboronic acid pinacol esters via a palladium- or iron-catalyzed cross-coupling reaction of aryl fluorides with bis(pinacolato)diboron (B2pin2) in the presence of LiHMDS was developed. The Pd-catalyzed defluoroborylation of fluoroarenes is compatible with a variety of functional groups such as primary and secondary amine, ketone, trifluoromethyl, alkoxy, and boryl. Remarkably, no external ligand is required for enhanced conversion efficiency.

Cobalt-Catalyzed C-F Bond Borylation of Aryl Fluorides

A mild and practical cobalt-catalyzed defluoroborylation of fluoroarenes is presented for the first time. The method permits straightforward functionalization of fluoroarenes, with high selectivity for borylation of C-F over C-H bonds, and a tolerance for aerobic conditions. Furthermore, two-step 18F-fluorination was achieved for expanding the scope of 18F-positron emission tomography probes.

Method for preparing compound

The invention provides a method for preparing a compound shown in formula I. The method comprises the steps as follows: a compound shown in formula II is contacted with a compound shown in formula III, so that the compound shown in formula I is obtained, wherein X1 is Cl, Br, I, trifluoromethanesulfonic acid and enol phosphate; R is alkyl, hydroxyl or alkoxy. The compound shown in the formula is an intermediate DSV103 of daclatasvir. The method for preparing the intermediate DSV103 has the characteristics of being high in purity, high in yield, low in cost, simple to operate, small in toxicityand pollution and stable in process, the yield can reach 60%-80%, and the purity can reach 95% or above. Daclatasvir can be further obtained from the daclatasvir intermediate obtained with the preparation process, and the obtained daclatasvir has higher purity and yield than the prior art.

Oxidative homocoupling reaction of aryltrimethylsilanes by Pd/o-chloranil catalysis

A practical oxidative homocoupling reaction of aryltri-methylsilanes has been achieved by Pd/o-chloranil catalytic system. The reaction shows the good functional group tolerability toward bromo, fluoro, ester, and methoxy groups to give a series of biaryls bearing electron-withdrawing and -donating groups. The boronate group is also retained on biaryls without any ArB bond cleavage, which is highly advantageous for orthogonal coupling.

Radical Metal-Free Borylation of Aryl Iodides

A simple metal-free borylation of aryl iodides mediated by a fluoride sp 2 -sp 3 diboron adduct is described. The reaction conditions are compatible with various functional groups. Electronic effects of substituents do not affect the borylation while steric hindrance does. The reaction proceeds via a radical mechanism in which pyridine serves to stabilize the boryl radicals, generated in situ.