942589-53-9

Basic information

• Product Name: 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 942589-53-9
• Molecular Formula: C₁₈H₂₀BClO₂
• Molecular Weight: 314.62
• Mol File: 942589-53-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 419.4±28.0 °C(Predicted)
• Appearance: /
• Density: 1.14±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(942589-53-9)
• EPA Substance Registry System: 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(942589-53-9)

Safety Data

• Hazardous Substances Data: 942589-53-9(Hazardous Substances Data)

Usage

General Description

2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a chemical compound with the molecular formula C20H23BClO2. It is a boronic acid derivative and is commonly used in organic synthesis as a reagent for Suzuki-Miyaura coupling reactions, which are important in the formation of carbon-carbon bonds. 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a white crystalline solid at room temperature and is insoluble in water but soluble in organic solvents. It is also used as a building block in the production of pharmaceuticals and agrochemicals. Additionally, this compound has potential applications in materials science and as a precursor for the synthesis of functionalized organic molecules.

Upstream product

• 18158-42-4 4'-chloro-N,N-dimethyl-[1,1'-biphenyl]-4-amine 
• 73183-34-3 bis(pinacol)diborane 
• 1679-18-1 4-Chlorophenylboronic acid 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 23055-77-8 4'-chloro-4-bromo-biphenyl 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 17865-11-1 (4-(trimethylsilyl)phenyl)boronic acid 
• 1186026-67-4 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trimethylsilyl)benzene 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 60200-91-1 4-chloro-4'-iodo-1,1'-biphenyl 
• 5748-41-4 4'-chlorobiphenyl-4-carboxylic acid 
• 43007-85-8 4'-Chlorobiphenyl-4-carboxylic acid chloride 

Downstream Products

• 1129495-39-1 5,5'-bis(4'-chlorobiphenyl-4-yl)-2,2'-bithiophene 
• 1129495-37-9 2,5-bis(4'-chlorobiphenyl-4-yl)thiophene 

Relevant articles and documents

Photoinduced Deaminative Borylation of Unreactive Aromatic Amines Enhanced by CO2

Herein, direct unreactive C-N borylation of aromatic amines by a photocatalyst was achieved. The C-N borylation of aromatic amines with bis(pinacolato)diboron (B2pin2) proceeded using a pyrene catalyst under light irradiation to afford desired borylated products and aminoborane as a byproduct. The yield of the borylated product improved under a CO2 atmosphere which probably reduced the inhibitory effect of aminoborane. Mechanistic studies suggested that the C-N bond cleavage and C-B bond formation proceeded via a concerted pathway.

COMPOUND, COMPOSITION COMPRISING THE SAME, AND ORGANIC ELECTROLUMINESCENT ELEMENT COMPRISING THAT COMPOSITION

PROBLEM TO BE SOLVED: To provide an organic electroluminescent element that is sufficient in performance (e.g., efficiency, lifespan) even when a hole transport layer is formed by a wet method. SOLUTION: The invention provides a compound represented by the formula (1) in the figure. In the formula, Ar1 represents an aromatic hydrocarbon; I represents an integer from 0 to 2 inclusive; G1 and G2 represent N, Si, or the like; L1 and L2 each represent a specific ring structure or the like; and A represents a specific structure including an aromatic group. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Light-Induced Gold-Catalyzed Hiyama Arylation: A Coupling Access to Biarylboronates

Organoboron compounds are versatile synthetic building blocks. We herein report a new strategy, a photochemical gold-catalyzed chemo-selective Hiyama arylation of B,Si bifunctionalized reagents with diazonium salts, which is orthogonal to common strategies and therefore a unique tool for synthesis of valuable biarylboronates. With this new methodology a wide array of diversely functionalized sp2- and sp3-hybridized biarylboronates were obtained. Notably, the synergism of gold catalysis with copper catalysis or palladium catalysis, allows for one-pot iterative C?X (heteroatom) and C?C couplings for the rapid assembly of several simple fragments to relatively complex molecules. Mechanistic studies indicated that photosensitizer-free conditions were superior to gold/Ru(bpy)3Cl2 dual catalysis.