1359844-10-2

Basic information

• Product Name: 2-(4’-fluoro-[1,1’-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-(4’-fluoro-[1,1’-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 1359844-10-2
• Molecular Weight: 298.165
• Mol File: 1359844-10-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2-(4’-fluoro-[1,1’-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4’-fluoro-[1,1’-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1359844-10-2)
• EPA Substance Registry System: 2-(4’-fluoro-[1,1’-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1359844-10-2)

Safety Data

• Hazardous Substances Data: 1359844-10-2(Hazardous Substances Data)

Upstream product

• 5798-76-5 phenyl 4-bromobenzoate 
• 1765-93-1 4-fluoroboronic acid 
• 73183-34-3 bis(pinacol)diborane 
• 117530-21-9 4′-fluoro-N,N-dimethyl-[1,1′-biphenyl]-4-amine 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 140369-67-1 (4'-fluoro-[1,1'-biphenyl]-4-yl)boronic acid 
• 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 
• 459-45-0 4-fluorobenzenediazonium tetrafluoroborate 
• 398-23-2 4,4'-difluorobiphenyl 
• 398-22-1 4-chloro-4′-fluoro-1,1′-biphenyl 
• 5731-10-2 4'-fluoro-biphenyl-4-carboxylic acid 
• 782480-50-6 4′-fluoro-[1,1′-biphenyl]-4-carbonyl chloride 

Downstream Products

• 1367127-90-9 methyl 4-chloro-6-(4'-fluoro-[1,1'-biphenyl]-4-yl)picolinate 
• 1367127-88-5 methyl 6-chloro-4-(4'-fluoro-[1,1'-biphenyl]-4-yl)picolinate 
• 207611-87-8 4,4′-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1′-biphenyl 
• 1367125-90-3 (S)-4-(1,2-dihydroxyethyl)-6-(4'-fluoro-[1,1'-biphenyl]-4-yl)picolinamide 
• 1367127-94-3 6-(4'-fluoro-[1,1'-biphenyl]-4-yl)-4-vinylpicolinamide 
• 1367127-92-1 methyl 6-(4'-fluoro-[1,1'-biphenyl]-4-yl)-4-vinylpicolinate 

Relevant articles and documents

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.

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.

Nickel-catalysed decarbonylative borylation of aroyl fluorides

The first Ni(cod)2/PPh3 catalyst system has been established for decarbonylative borylation of aroyl fluorides with bis(pinacolato)diboron. A wide range of functional groups in the substrates were well tolerated. The ease of access of the starting aroyl fluorides indicates that these results might become an alternative to the existing decarbonylation events.