1063965-82-1

Basic information

• Product Name: (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)(phenyl)methanone
• Synonyms: (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)(phenyl)methanone
• CAS NO: 1063965-82-1
• Molecular Weight: 294.158
• Mol File: 1063965-82-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)(phenyl)methanone(1063965-82-1)
• EPA Substance Registry System: (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)(phenyl)methanone(1063965-82-1)

Safety Data

• Hazardous Substances Data: 1063965-82-1(Hazardous Substances Data)

Upstream product

• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 431931-77-0 4-benzoylphenyl dimethylcarbamate 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 

Downstream Products

• 611-95-0 4-carboxybenzophenone 
• 64747-73-5 4-[(difluoromethyl)phenyl](phenyl)methanone 
• 60628-96-8 bifonazole 
• 7598-80-3 4-phenylbenzhydrol 
• 2128-93-0 biphenyl-4-yl-phenyl-methanone 

Relevant articles and documents

Decarbonylative Fluoroalkylation at Palladium(II): From Fundamental Organometallic Studies to Catalysis

This Article describes the development of a decarbonylative Pd-catalyzed aryl-fluoroalkyl bond-forming reaction that couples fluoroalkylcarboxylic acid-derived electrophiles [RFC(O)X] with aryl organometallics (Ar-M′). This reaction was optimized by interrogating the individual steps of the catalytic cycle (oxidative addition, carbonyl de-insertion, transmetalation, and reductive elimination) to identify a compatible pair of coupling partners and an appropriate Pd catalyst. These stoichiometric organometallic studies revealed several critical elements for reaction design. First, uncatalyzed background reactions between RFC(O)X and Ar-M′ can be avoided by using M′ = boronate ester. Second, carbonyl de-insertion and Ar-RF reductive elimination are the two slowest steps of the catalytic cycle when RF = CF3. Both steps are dramatically accelerated upon changing to RF = CHF2. Computational studies reveal that a favorable F2C-H - -X interaction contributes to accelerating carbonyl de-insertion in this system. Finally, transmetalation is slow with X = difluoroacetate but fast with X = F. Ultimately, these studies enabled the development of an (SPhos)Pd-catalyzed decarbonylative difluoromethylation of aryl neopentylglycol boronate esters with difluoroacetyl fluoride.

Copper-catalyzed amination of arylboronates with N,N-dialkylhydroxylamines

A tolerant coupling: The title reaction has been developed to deliver arylamines (see scheme; Bz=benzoyl, dppbz=1,2-bis(diphenylphosphino)benzene). The catalysis is based on electrophilic, umpolung amination and enables the use of secondary acyclic amines. Various functional groups are tolerated, thus opening up a new substrate class for the Chan-Lam-type coupling.

Carboxylation of organoboronic esters catalyzed by N-heterocyclic carbene copper(I) complexes

Copper complexes with a CO2 fixation: Copper(I) complexes serve as excellent catalysts for the carboxylation of aryl- and alkenylboronic esters with CO2, affording a variety of functionalized carboxylic acid derivatives (see scheme). Important active intermediates such as the copper(I) aryl and carboxylate complexes, [(IPr)CuR] and [(IPr)CuOCOR] (R = 4-MeOC 6H4, IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2- ylidene), are isolated and structurally characterized. (Chemical Equation Presented).