203304-06-7

Upstream product

• 1109-15-5 tris(pentafluorophenyl)borate 
• 100-52-7 benzaldehyde 

Downstream Products

• 203304-12-5 (C₆F₅)3B(OC(N(CH(CH₃)2)2)(C₆H₅)) 
• 203304-10-3 (C₆F₅)3B(OC(OCH₂CH₃)(C₆H₅)) 
• 203304-08-9 (C₆F₅)3B(OC(CH₃)(C₆H₅)) 

Relevant academic research and scientific papers

Mechanistic insight into the catalytic hydrogenation of nonactivated aldehydes with a Hantzsch ester in the presence of a series of organoboranes: NMR and DFT studies

Mechanistic studies on the organoborane-catalyzed transfer hydrogenation of nonactivated aldehydes with a Hantzsch ester (diethyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate) as a synthetic NADH analogue were performed by NMR experiments and DFT ca

Cyclopropane formation under frustrated Lewis pair conditions

Reaction of the -CH2OSiMe3 substituted allyldimesitylphosphane 5 with HB(C6F5)2 resulted in a hydroboration/(C6F5)2BOSiMe3 elimination sequence to give the phosphinomethyl substituted cyclopropane derivative 9, probably via a phosphiranium type intermediate. Addition of B(C6F5)3 to compound 5 gave the stable phosphiranium/borate zwitterion 10 that was isolated and characterized by X-ray diffraction.

B(C6F5)3: A lewis acid that brings the light to the solid state

The straightforward coordination of the Lewis acid B(C6F5)3 to classical, non-emitting aldehydes results in solid-state photoluminescence. Variation of the electronic properties of the carbonyl moieties lead to the modulation of the solid-state emission colors, covering the entire visible spectrum with quantum yields up to 0.64. Steady-state spectroscopy in combination with X-ray diffraction analysis and DFT calculations confirm that intermolecular interactions between the Lewis adducts are responsible for the observed luminescence. Alteration of the latter interactions induces, moreover, remarkable solid-state phenomena such as piezochromism. The versatility and simplicity of our approach facilitate the future development of solid-state emitting materials. Turn on the light: A straightforward methodology can be used to "switch on" the solid-state fluorescence of non-emitting carbonyl compounds. Subtle electronic changes in the aldehyde moieties lead to a variety of emission colors that cover the entire visible spectrum. The materials also display pressure-dependent luminescent properties (piezochromism).

Activation of C-H Activation: The Beneficial Effect of Catalytic Amount of Triaryl Boranes on Palladium-Catalyzed C-H Activation

Herein we report a novel approach to the acceleration of palladium-catalyzed C-H activation reactions. We demonstrated that the utilization of electron-deficient triaryl boranes as Lewis acidic cocatalysts of palladium enables the directed cross dehydrogenative coupling of aldehydes and anilides under mild reaction conditions. Study of the kinetic profile of the transformation reveals a unique, unexpectedly long induction period of the transformation.

Synthesis and solution and solid-state structures of tris(pentafluorophenyl)borane adducts of PhC(O)X (X = H, Me, OEt, NPri2)

Reaction of the highly electrophilic borane B(C6F5)3 with the carbonyl Lewis bases benzaldehyde, acetophenone, ethyl benzoate, and N,N-diisopropylbenzamide led to isolation of the crystalline adducts 1-H, 1-Me, 1-OEt, and