37580-80-6

Upstream product

• 4463-26-7 3,3'-dimethylbenzil 
• 620-23-5 m-tolyl aldehyde 

Relevant academic research and scientific papers

Indium mediated pinacol coupling reaction of aromatic aldehydes in aqueous media

The carbon-carbon bond formation reaction of aromatic carbonyl compounds was performed with indium in neutral aqueous media using sonification affording the corresponding diols in moderate to good yields.

CBZ6 as a Recyclable Organic Photoreductant for Pinacol Coupling

A recyclable organic photoreductant (1 mol % CBZ6)-catalyzed reductive (pinacol) coupling of aldehydes, ketones, and imines has been developed. Irradiated by purple light (407 nm) using triethylamine as an electron donor, a variety of 1,2-diols and 1,2-diamines could be prepared. The oxidation potential of the excited state of CBZ6 is established as -1.92 V (vs saturated calomel electrode (SCE)). The relative high reductive potential enables the reductive coupling of carbonyl compounds and their derivatives. CBZ6 can be prepared in gram scale and is acid/base- or air-stable. It could be applied in large-scale photoreductive synthesis and recovered in high yield after the reaction.

Reductive Coupling of Aromatic Aldehydes and Ketones under Electrochemical Conditions

Reductive coupling of o-substituted carbonyl compounds and m-substituted carbonyl compounds by the direct transfer of electron to carbonyl group respectively gave 1-(4-(1-hydroxy-1-phenylethyl/methyl)phenyl)ethanones/methanones and 2,3-bis(3-substitutedph

MeOH or H2O as efficient additive to switch the reactivity of allylSmBr towards carbonyl compounds

A variety of carbonyl compounds were treated by allylSmBr (allylSmBr) with MeOH as the cosolvent to have further insights on the previously reported reductive coupling of aryl ketones mediated by Sm/alkyl halide/MeOH. The results demonstrate that the real reducing species in Sm/alkyl halide/MeOH system should be allylSmBr, and MeOH has elegantly switched the reactivity of allylSmBr from being nucleophilic to being good reductive coupling reagent. Besides, H2O was also found to be a useful additive to realize the pinacol coupling of aliphatic aldehydes and ketones promoted by allylSmBr.

The scalable pinacol coupling reaction utilizing the inorganic electride [Ca2N]+·e- as an electron donor

The scalable pinacol coupling reaction is realized utilizing the inorganic electride [Ca2N]+·e- as an electron donor in organic solvents. The bond cleavages of the [Ca2N] + layers by methanol play a vital role in transferring anionic electrons to electrophilic aldehydes, accompanying the formation of Ca(OMe) 2 and ammonia. The Royal Society of Chemistry 2014.

Mechanistic aspects of aldehyde and imine electro-reduction in a liquid-liquid carbon nanofiber membrane microreactor

A simple and electrolyte-free ion-transfer electrosynthesis micro-reactor system (volume 100 μL, up to 10 mg batches) for processes at liquid-liquid interfaces is developed and demonstrated for the reduction of aldehydes and imines. These cathodic reactions occur at an amphiphilic carbon nanofiber membrane accompanied by proton cation transfer from an aqueous phase into an organic phase.

Stereoselective synthesis of optically active hydrobenzoins via asymmetric hydrogenation of benzils with Ru(OTf)(TsDPEN)(I·6- cymene) as the pre-catalyst

Optically active hydrobenzoins are very important building blocks for further derivation of biologically active complexes, natural products, and pharmaceutical compounds. In this paper, A practical approach has been developed for asymmetric hydrogenation

A novel application of [Cr(en)2]2+ in the synthesis of 1,2-diols from aromatic aldehydes

A reductive pinacol type arylaldehyde homocoupling process mediated by the [Cr(en)2]2+ complex is described. This procedure affords the mavo-stereoisomer as the major product, an unexpected result considering that most organometallic methodologies preferentially yield the dl-isomer. Additionally, the method represents a novel application of the [Cr(en) 2]2+.

Pinacolic coupling of aromatic carbonyl compounds using Zn powder in aqueous basic media without organic solvents

Treatment of aromatic carbonyl compounds with Zn powder in 10% aq NaOH solution without using any organic solvents under the mild conditions afforded the corresponding 1,2-diols in good yields.