58280-04-9

Upstream product

• 71-43-2 benzene 
• 3016-97-5 1,4-dibenzoylbenzene 
• 101-81-5 Diphenylmethane 
• 98-88-4 benzoyl chloride 
• 876-08-4 p-(chloromethyl)benzoyl chloride 
• 98-80-6 phenylboronic acid 
• 100-44-7 benzyl chloride 
• 134-85-0 4-chlorobenzophenone 
• 793-23-7 1,4-dibenzylbenzene 
• 108-94-1 cyclohexanone 
• 82639-40-5 p-benzylbenzohydrol 
• 32752-54-8 4-(bromomethyl)benzophenone 
• 1619239-53-0 1-(4-benzoylbenzyl)tetrahydro-1H-thiophen-1-ium tetraphenylborate 
• 31688-74-1 p-PhC(O)C₆H₄NMe₃(+)*I(-) 

Downstream Products

• 3016-97-5 1,4-dibenzoylbenzene 
• 56430-97-8 4-Benzyl-α-ethyl-benzhydrol 
• 82639-40-5 p-benzylbenzohydrol 
• 82639-42-7 α,α'-diphenyl-α-bromo-p-xylene 
• 82639-41-6 bis<α-(p-benzylphenyl)benzyl>ether 
• 643001-27-8 [4-(bromo-phenyl-methyl)-phenyl]-phenyl-methanone 

Relevant academic research and scientific papers

Selective electrochemical oxidation of aromatic hydrocarbons and preparation of mono/multi-carbonyl compounds

A selective electrochemical oxidation was developed under mild condition. Various mono-carbonyl and multi-carbonyl compounds can be prepared from different aromatic hydrocarbons with moderate to excellent yield and selectivity by virtue of this electrochemical oxidation. The produced carbonyl compounds can be further transformed into α-ketoamides, homoallylic alcohols and oximes in a one-pot reaction. In particular, a series of α-ketoamides were prepared in a one-pot continuous electrolysis. Mechanistic studies showed that 2,2,2-trifluoroethan-1-ol (TFE) can interact with catalyst species and generate the corresponding hydrogen-bonding complex to enhance the electrochemical oxidation performance. [Figure not available: see fulltext.]

Ligand-Facilitated Reductive Coupling of Benzyl Chlorides with Aryl Chlorides Catalyzed by Well-Defined Heteroleptic Ni (II)-NHC Complexes

Novel heteroleptic Ni (II) complexes bearing a highly hindered yet flexible IPr* ligand, Ni (IPr*)(PPh3)Br2 (1) and Ni (IPr*)(PCy3)Br2 (2) (IPr* = 1,3-bis(2,6-bis (diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene), were easily prepared in 78percent and 89percent yield, respectively. Both were characterized by elemental analysis and NMR spectroscopy, and 1 was subjected to X-ray crystallography. Compared with 2 and its analogue bearing a less sterically demanding IPr ligand (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), complex 1 exhibited superior catalytic activity in the magnesium-mediated reductive coupling of benzyl chlorides with aryl chlorides, featuring outstanding tolerance of both coupling partners with steric demand. This study discloses a ligand-facilitated reductive coupling of benzyl chlorides with aryl chlorides, which provides a new and practical synthetic tool for the synthesis of diarylmethanes.

Method for preparing epsilon-caprolactone by using in-situ peroxide

The invention discloses a method for preparing epsilon-caprolactone by using in-situ peroxide. The method efficiently utilizes an in-situ peroxide obtained in a process of oxidizing alcohol by oxygento oxidize cyclohexanone into epsilon-caprolactone, i.e., under the catalysis of a catalyst, an alcohol is oxidized into the corresponding ketone while substances such as peroxy hydroxyl or hydrogen peroxide and the like generated in the process are fully utilized, so that the Baeyer Villiger oxidation reaction from cyclohexanone to epsilon-caprolactone is realized. Compared with a previous epsilon-caprolactone synthesis method, the method of the invention has the advantages that the product yield is remarkably increased, the use efficiency of alcohol is further improved, raw materials and reagents are cheap and easy to obtain, operation is easy, reaction conditions are mild, and the method is clean and environmentally friendly.

Nickel-Catalyzed Reductive Cross-Coupling of Benzyl Chlorides with Aryl Chlorides/Fluorides: A One-Pot Synthesis of Diarylmethanes

The first nickel-catalyzed, magnesium-mediated reductive cross-coupling between benzyl chlorides and aryl chlorides or fluorides is reported. A variety of diarylmethanes can be prepared in good to excellent yields in a one-pot manner using easy-to-access mixed PPh3/NHC Ni(II) complexes of Ni(PPh3)(NHC)Br2 (NHC = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene, IPr, 1a; 1,3-di-tert-butylimidazol-2-ylidene, ItBu, 1b) as catalyst precursors. Activation of polychloroarenes or chemoselective cross-coupling based on the difference in catalytic activity between 1a and 1b is used to construct oligo-diarylmethane motifs.

Metal-free carbon-carbon cross-couplings between the ion pairs in sulfonium tetraphenylborates

A series of sulfonium tetraphenylborates can be readily prepared by the metathesis of sulfonium halides with sodium tetraphenylborates. After heating at 120-150 °C, the sulfonium tetraphenylborates can smoothly undergo the cross-couplings between the tetraphenylborate anions and the sulfonium cations in the absence of a metal catalyst. For carbonylmethyl-, benzyl-, and allylsulfoniums, the corresponding carbonylmethyl-phenyl, benzyl-phenyl, and allyl-phenyl cross-coupling products can be obtained in 22-76% yields. An interionic electron-transfer mechanism for this cross-coupling reaction is proposed.

Palladium-catalyzed and copper-mediated cross-coupling reaction of aryl- or alkenylboronic acids with acid chlorides under neutral conditions: Efficient synthetic methods for diaryl ketones and chalcones at room temperature

Palladium-catalyzed cross-coupling reaction of aryl- or alkenylboronic acids with acid chlorides in the presence of copper(I) thiophene-2-carboxylate (CuTC) as an activator in diethyl ether at room temperature under strictly non-basic conditions affords the diaryl ketones or chalcones in moderate to excellent yields. A wide range of substrates bearing an electron-donating or an electron-withdrawing substituent on the aromatic ring are compatible.

Nickel-catalyzed cross-coupling of aryltrimethylammonium iodides with organozinc reagents

Broad scope and good tolerance: An efficient cross-coupling of aryltrimethylammonium iodide salts with aryl-, methyl-, and benzylzinc chlorides catalyzed by [Ni(PCy3)2Cl2] has been achieved (see scheme). The reaction involves cleavage of the C-N bond and displays broad substrate scope and good functional group tolerance. NMP=N-methylpyrrolidine. Copyright

Room-temperature palladium-catalyzed and copper(I)-mediated coupling reactions of acid chlorides with boronic acids under neutral conditions

The palladium-catalyzed cross-coupling reactions of acid chlorides with arylboronic acids in the presence of copper(I) thiophene-2-carboxylate (CuTC) as an activator under strictly non-basic and mild reaction conditions afford the unsymmetrical ketones in moderate to excellent yields. A wide range of substrates bearing an electron-donating or an electron-withdrawing substituent on the aromatic ring is compatible. Georg Thieme Verlag Stuttgart.

A facile synthesis of 1,4-diacylbenzenes

An efficient method for the synthesis of 1,4-diacylbenzenes has been developed employing bis-tetrabutylammonium dichromate as an oxidant. By this methodology, a series of aldehydes and ketones have been synthesised under mild reaction conditions in moderate yields.

Hypophosphorous acid-iodine: A novel reducing system. Part 1: Reduction of diaryl ketones to diaryl methylene derivatives

A mixture of hypophosphorous acid (H3PO2) and iodine in hot acetic acid reduces diaryl ketones quickly and aryl alkyl ketones slowly to the corresponding methylene derivatives. The active reducing agent is hydrogen iodide, generated by reaction between iodine and hypophosphorous acid. (C) 2000 Elsevier Science Ltd.