454-21-7

Upstream product

• 73183-34-3 bis(pinacol)diborane 
• 401-44-5 2,2'-difluoroazobenzene 
• 497-87-0 (Z)-1,2-bis(2-fluorophenyl)diazene 1-oxide 

Downstream Products

• 448-97-5 3,3'-difluorobiphenyl-4,4'-diamine 
• 401-44-5 2,2'-difluoroazobenzene 
• 137182-61-7 1,2-bis(2-fluorophenyl)-1,2-dihydro-5-methyl-3H-pyrazol-3-one 
• 137182-64-0 4-acetyl-1,2-bis(2-fluorophenyl)-1,2-dihydro-5-methyl-3H-pyrazol-3-one 

Relevant academic research and scientific papers

Visible-light-promoted oxidative dehydrogenation of hydrazobenzenes and transfer hydrogenation of azobenzenes

Azo compounds are widely used in the pharmaceutical and chemical industries. Here, we report the use of a non-metal photo-redox catalyst, Eosin Y, to synthesize azo compounds from hydrazine derivatives. The use of visible-light with air as the oxidant makes this process sustainable and practical. Moreover, the visible-light-driven, photo-redox-catalyzed transfer hydrogenation of azobenzenes is compatible with a series of hydrogen donors such as phenyl hydrazine and cyclic amines. Compared with traditional (thermal/transition-metal) methods, our process avoids the issue of over-reduction to aniline, which extends the applicability of photo-redox catalysis and confirms it as a useful tool for synthetic organic chemistry.

Homolytic Cleavage of a B-B Bond by the Cooperative Catalysis of Two Lewis Bases: Computational Design and Experimental Verification

Density functional theory (DFT) investigations revealed that 4-cyanopyridine was capable of homolytically cleaving the B-B σ bond of diborane via the cooperative coordination to the two boron atoms of the diborane to generate pyridine boryl radicals. Our experimental verification provides supportive evidence for this new B-B activation mode. With this novel activation strategy, we have experimentally realized the catalytic reduction of azo-compounds to hydrazine derivatives, deoxygenation of sulfoxides to sulfides, and reduction of quinones with B2(pin)2 at mild conditions. Breaking good: The diborane B-B bond can be homolytically cleaved via the cooperative catalysis of two 4-cyanopyridine molecules. Using this combination of a diborane (B2(pin)2) and 4-cyanopyridine also allows the catalytic reduction of the N=N double bond of azo-compounds to hydrazine derivatives, deoxygenation of sulfoxides to sulfides, and reduction of quinones under mild conditions.

Activation method of bis(pinacolato)diborane and application thereof

The invention discloses an activation method of bis(pinacolato)diborane. R substituted pyridine induces the homolysis of bis(pinacolato)diborane to obtain boron free radicals, and the process is shown by a formula I, wherein R refers to independent cyano and nitro. The invention also provides an application of the activation method of bis(pinacolato)diborane. Specifically, the activation method is applied to the synthesis of hydro-azobenzene derivatives.