Production Method 1

5467-74-3

102113-98-4

943836-24-6

Reaction Conditions

1.1 Reagents: Sodium tert-butoxide Catalysts: Tri-tert-butylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  3 h, 90 °C; 90 °C → rt
1.2 Reagents: Water

Reference

Aromatic amine compounds and mixtures and compositions thereof for preparing organic electroluminescent devices

, China, , ,

Production Method 2

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Potassium acetate ,  Bis(pinacolato)diborane Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: Toluene ;  rt → 120 °C; 16 h, 120 °C

Reference

Compound having triarylamine as core and application thereof

, World Intellectual Property Organization, , ,

Production Method 3

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 2 h, -78 °C
1.2 Reagents: Triisopropyl borate ;  -78 °C; -78 °C → rt; 12 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 6

Reference

Diversification of carbazoles by LiCl-mediated catalytic CuI reaction

Cho, Joong Hyun; Ryu, Young-Sil; Oh, Se Hwan; Kwon, Jae Kwan; Yum, Eul Kgun, Bulletin of the Korean Chemical Society, 2011, 32(7), 2461-2464

Production Method 4

102113-98-4

1679-18-1

943836-24-6

Reaction Conditions

1.1 Reagents: Sodium tert-butoxide Catalysts: Tri-tert-butylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  rt → 120 °C; 14 h, 120 °C

Reference

Preparation of carbazole-containing triarylamine compounds for light-emitting devices

, China, , ,

Production Method 5

102113-98-4

1679-18-1

943836-24-6

Reaction Conditions

1.1 Reagents: Sodium tert-butoxide Catalysts: Tri-tert-butylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  rt → 120 °C; 14 h, 120 °C

Reference

Preparation of carbazole compounds for organic electroluminescent devices

, China, , ,

Production Method 6

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 0.5 h, -78 °C
1.2 Reagents: Trimethyl borate ;  -78 °C; -78 °C → rt; 30 min, rt

Reference

Organic luminescent compound used in OLED

, China, , ,

Production Method 7

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  rt → -78 °C; -78 °C; 1 h, -78 °C
1.2 Reagents: Trimethyl borate ;  -78 °C; -78 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  rt; 1 h, rt

Reference

Preparation of carbazole derivatives as organic electroluminescent materials

, Korea, , ,

Production Method 8

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -100 - -80 °C; 1 h, -100 - -80 °C
1.2 Reagents: Tributyl borate ;  -100 - -80 °C; 2 h, -100 - -80 °C
1.3 heated

Reference

Preparation of (thia)xanthone-containing tert-arylamine-based compounds for organic optoelectronic devices

, China, , ,

Production Method 9

5467-74-3

102113-98-4

943836-24-6

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: Toluene ;  rt; 2.5 h, reflux

Reference

Aromatic amine compound containing carbazole group and its organic electroluminescent device

, China, , ,

Production Method 10

5467-74-3

102113-98-4

943836-24-6

Reaction Conditions

1.1 Reagents: Sodium tert-butoxide Catalysts: Tri-tert-butylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  rt → 110 °C; 3 h, 110 °C

Reference

Organic light-emitting compound, organic light-emitting device and its application

, China, , ,

Production Method 11

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 3 h, -78 °C
1.2 Reagents: Triisopropyl borate ;  overnight, -78 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  rt

Reference

Preparation of carbazole derivatives as green light host compounds for organic electroluminescence devices

, China, , ,

Production Method 12

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 30 min, -78 °C
1.2 Reagents: Triisopropyl borate ;  -78 °C → -40 °C; 1 h, -40 °C
1.3 Reagents: Hydrochloric acid Solvents: Water

Reference

Biphenyl-diamine compounds as hole transport materials having high triplet energy and organic light emitting device thereby

, Korea, , ,

Production Method 13

5467-74-3

943836-24-6

Reaction Conditions

1.1 Reagents: Sodium tert-butoxide Catalysts: Tri-tert-butylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  rt → 110 °C; 6 h, 110 °C

Reference

Preparation of hole type organic electroluminescent compounds

, China, , ,

Production Method 14

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 0.5 h, -78 °C
1.2 Reagents: Trimethyl borate ;  -78 °C; -78 °C → rt; 30 min, rt

Reference

Benzopyrimidine derivative, preparation and application in OLED

, China, , ,

Production Method 15

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 0.5 h, -78 °C
1.2 Reagents: Trimethyl borate ;  -78 °C; -78 °C → rt; 30 min, rt

Reference

Fluorene derivative and its application in organic light emitting device

, China, , ,

Production Method 16

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Water ;  1 h, -78 °C; 1 h, -78 °C
1.2 Reagents: Triisopropyl borate ;  3 h, -78 °C; -78 °C → rt; overnight, rt

Reference

Preparation of carbazole compounds and their application in organic electroluminescence devices

, China, , ,

Production Method 17

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  -78 °C; 10 min, -78 °C
1.2 Reagents: Trimethyl borate ;  -78 °C; 10 min, -78 °C; -78 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  3 h, neutralized, rt

Reference

Anthraquinone-Based Intramolecular Charge-Transfer Compounds: Computational Molecular Design, Thermally Activated Delayed Fluorescence, and Highly Efficient Red Electroluminescence

Zhang, Qisheng; Kuwabara, Hirokazu; Potscavage, William J.; Huang, Shuping; Hatae, Yasuhiro; et al, Journal of the American Chemical Society, 2014, 136(52), 18070-18081

Production Method 18

499128-71-1

943836-24-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Toluene ,  Hexane ;  1 h, -30 °C; -30 °C → -70 °C
1.2 Reagents: Triisopropyl borate ;  -70 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: [1,1′-Biphenyl]-4,4′-diamine, N4′-[1,1′-biphenyl]-4-yl-2-(9H-carbazol-9-yl)-N4-(…

Reference

Preparation of biphenylcarbazole bistriarylamine organic compound for organic electroluminescence device

, China, , ,

Production Method 19

5467-74-3

102113-98-4

943836-24-6

Reaction Conditions

1.1 Reagents: Potassium tert-butoxide Catalysts: Triphenylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  12 h, reflux

Reference

Carbazole-containing organic compound and application thereof

, China, , ,

Production Method 20

102113-98-4

106-37-6

943836-24-6

Reaction Conditions

1.1 Reagents: Sodium tert-butoxide Catalysts: Tri-tert-butylphosphine ,  Tris(dibenzylideneacetone)dipalladium Solvents: Toluene ;  rt → 105 °C; 24 h, 105 °C; 105 °C → rt
1.2 Reagents: Potassium acetate ,  Bis(pinacolato)diborane Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: Toluene ;  rt → 105 °C; 24 h, 105 °C

Reference

Preparation of dibenzofuran derivatives as organic electroluminescent materials

, China, , ,

4-(Dibiphenyl-4-ylamino)phenylboronic acid Raw materials

• (4-bromophenyl)boronic acid
• Bis-Biphenyl-4-yl-amine
• 1,4-Dibromobenzene
• N,N-Bis(4-biphenylyl)-N-(4-bromophenyl)amine
• (4-chlorophenyl)boronic acid

4-(Dibiphenyl-4-ylamino)phenylboronic acid Preparation Products

• 4-(Dibiphenyl-4-ylamino)phenylboronic acid (943836-24-6)

• 1. Excitable dynamics in the bromate–sulfite–ferrocyanide reaction
  J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
• 2. Examination of deposit in commercial diluted phosphoric acid
  Analyst, 1880,5, 146-147
• 3. Esterase-responsive polymeric prodrug-based tumor targeting nanoparticles for improved anti-tumor performance against colon cancer?
  Gang Pan,Yi-jie Bao,Jie Xu,Tao Liu,Cheng Liu,Yan-yan Qiu,Xiao-jing Shi,Hui Yu,Ting-ting Jia,Xia Yuan,Ze-ting Yuan,Yi-jun Cao RSC Adv., 2016,6, 42109-42119
• 4. Emerging investigator series: bacteriophages as nano engineering tools for quality monitoring and pathogen detection in water and wastewater
  Fereshteh Bayat Environ. Sci.: Nano, 2021,8, 367-389
• 5. Emergence of cationic polyamine dendrimersomes: design, stimuli sensitivity and potential biomedical applications
  Partha Laskar,Christine Dufès Nanoscale Adv., 2021,3, 6007-6026

• Solvents and Organic Chemicals Organic Compounds Organic nitrogen compounds Organonitrogen compounds Amines Tertiary amines

Introduction to 4-(Dibiphenyl-4-ylamino)phenylboronic acid (CAS No. 943836-24-6)

4-(Dibiphenyl-4-ylamino)phenylboronic acid is a sophisticated organic compound characterized by its boronic acid functionality and a unique dibiphenyl-4-ylamino substituent. This compound, identified by the Chemical Abstracts Service Number (CAS No.) 943836-24-6, has garnered significant attention in the field of pharmaceutical chemistry and materials science due to its versatile structural features and potential applications. The presence of a boronic acid moiety suggests utility in cross-coupling reactions, while the dibiphenyl-4-ylamino group introduces rigidity and specific electronic properties, making it a valuable building block for the design of advanced molecular systems.

The compound’s structure, comprising a phenyl ring linked to a boronic acid group via an amine-substituted dibiphenyl moiety, positions it as a candidate for various synthetic transformations. Boronic acids are well-known for their role in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern organic synthesis that enables the formation of carbon-carbon bonds under mild conditions. The incorporation of the dibiphenyl-4-ylamino group not only enhances the steric environment around the boronic acid but also imparts specific electronic characteristics, which can be exploited in the development of functional materials and pharmaceuticals.

In recent years, there has been growing interest in the application of 4-(Dibiphenyl-4-ylamino)phenylboronic acid in drug discovery and development. The boronic acid functionality allows for interactions with biological targets, making it a potential scaffold for the design of novel therapeutic agents. Additionally, the dibiphenyl-4-ylamino group can serve as an anchor for further functionalization, enabling the creation of complex molecular architectures with tailored properties.

One of the most promising areas of research involving this compound is its use as an intermediate in the synthesis of boron-containing pharmaceuticals. Boron-containing compounds have shown significant promise in medicinal chemistry due to their unique biochemical properties and high binding affinity to biological targets. For instance, 4-(Dibiphenyl-4-ylamino)phenylboronic acid could be utilized in the preparation of kinase inhibitors or other small-molecule drugs that require precise molecular recognition capabilities.

The compound’s potential extends beyond pharmaceutical applications into materials science. The rigid dibiphenyl framework can contribute to enhanced thermal stability and mechanical strength in polymers and coatings. Furthermore, the boronic acid functionality can facilitate reversible binding interactions, making it suitable for applications in smart materials and stimuli-responsive systems.

Recent studies have explored the reactivity of 4-(Dibiphenyl-4-ylamino)phenylboronic acid in various catalytic processes. For example, researchers have investigated its role as a ligand or intermediate in transition metal-catalyzed reactions, where its electronic properties can influence reaction outcomes. These studies highlight its versatility as a synthetic tool and underscore its importance in advancing chemical methodologies.

The development of new synthetic routes to 4-(Dibiphenyl-4-ylamino)phenylboronic acid has also been a focus of interest. Efficient synthetic strategies are crucial for producing this compound on scales suitable for industrial applications. Advances in catalytic processes and green chemistry principles have enabled more sustainable and scalable production methods, which are essential for meeting growing demand in both academic and industrial settings.

Future research directions may explore the biological activity of derivatives of 4-(Dibiphenyl-4-ylamino)phenylboronic acid, particularly focusing on their interactions with enzymes and receptors. The ability to modulate these interactions could lead to novel therapeutic agents with improved efficacy and reduced side effects. Additionally, computational studies may help predict structural features that enhance binding affinity or optimize pharmacokinetic properties.

In conclusion, 4-(Dibiphenyl-4-ylamino)phenylboronic acid (CAS No. 943836-24-6) is a multifaceted compound with significant potential across multiple domains of chemistry and biology. Its unique structural features make it a valuable tool for synthetic chemists and researchers developing new materials and pharmaceuticals. As our understanding of its properties continues to grow, so too will its applications in cutting-edge scientific endeavors.

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