737-79-1

Upstream product

• 3355-31-5 1-chloro-3-phenyl-2-propyne 
• 71-43-2 benzene 
• 67-56-1 methanol 
• 896-65-1 (1,2-diphenylcyclopropyl)benzene 
• 107-25-5 methoxyethene 
• 75-89-8 2,2,2-trifluoroethanol 
• 3246-80-8 9-phenyl-9H-xanthene 
• 21122-20-3 benzhydryl(phenyl)sulfane 
• 71832-02-5 (E)-1,1,3-triphenylprop-2-en-1-ol 
• 26138-28-3 phenylytterbium iodide 
• 2913-02-2 1,3-Diphenylacetone O-methyloxime 
• 14453-67-9 1,1,3-Triphenylpropene Cs⁽¹⁺⁾ salt 
• 13261-62-6 N,N-dimethyl-2-aminofluorene 
• 100-39-0 benzyl bromide 

Downstream Products

• 102705-78-2 2,4,4-triphenyl-but-3-enoic acid 
• 13261-62-6 N,N-dimethyl-2-aminofluorene 
• 21122-20-3 benzhydryl(phenyl)sulfane 
• 3246-80-8 9-phenyl-9H-xanthene 
• 2913-02-2 1,3-Diphenylacetone O-methyloxime 
• 14453-67-9 1,1,3-Triphenylpropene Cs⁽¹⁺⁾ salt 
• 132020-23-6 1,3-Di(1-naphthyl)acetone O-methyloxime 
• 132020-22-5 1,3-Di(4-biphenylyl)acetone O-methyloxime 
• 38328-27-7 1,1,3,4-tetraphenyl-but-1-ene 
• 38328-28-8 but-1-ene-1,1,3-triyltribenzene 
• 19120-39-9 propane-1,1,3-triyltribenzene 
• 530-48-3 1,1-Diphenylethylene 
• 612-00-0 1,1'-ethylidenebis-benzene 
• 101-81-5 Diphenylmethane 

Relevant academic research and scientific papers

The acidities of some aryl-substituted germanes in liquid ammonia

Proton magnetic resonance techniques have been used to determine the acidities of some aryl-substituted germanes in liquid ammonia. It was found that increasing aryl substitution caused a reduction in acidity. Factors such as solvation, ion pairing, and structural effects are used to explain the order of acidities.

Alkylative Dearomatization by Using an Unactivated Aryl Nitro Group as a Leaving Group: Access to Diversified Alkylated Spiro[5.5]trienones

The cleavage of an unactivated aryl nitro group triggered by alkyl radicals enables a dearomative cyclization, affording diversified alkylated spiro[5.5]trienones in good yields. Using readily available compounds (toluene and analogues, alkanes, ethers, ketones, etc.) as alkylating reagents, various alkyls have been implanted into the spirocycles via C(sp3)-H and Ar-NO2 bond activation with high functional group tolerance. This protocol provides a distinct method for the activation of the aryl nitro group.

Iron-Catalyzed Oxidative Amination of Benzylic C(sp3)–H Bonds with Anilines

Iron-catalyzed oxidative amination of benzylic C(sp3)–H bonds with anilines bearing electron-withdrawing groups (EWGs) or electron-donating groups (EDGs) is realized based on simple variations of N-substituents on imidazolium cations in novel ionic Fe(III) complexes. The structural modification of the imidazolium cation resulted in regulation of the redox potential and the catalytic performance of the iron metal center. Using DTBP as oxidant, [HItBu][FeBr4] showed the highest catalytic activity for anilines bearing EWGs, while [HIPym][FeBr4] was more efficient for EDG-substituted anilines. This work provides alternative access to benzylamines with the advantages of both a wide substrate scope and iron catalysis.

Oxo-Rhenium-Catalyzed Radical Addition of Benzylic Alcohols to Olefins

Although carbon radicals generated from a variety of alcohol derivatives have proven valuable in coupling and addition reactions, the direct use of alcohols as synthetically useful radical sources is less known. In this report, benzylic alcohols are shown to be effective radical precursors for addition reactions to alkenes when treated with triphenylphosphine or piperidine with the catalyst ReIO2(PPh3)2 (I).

Copper-catalyzed direct amination of benzylic hydrocarbons and inactive aliphatic alkanes with arylamines

A new synthetic method toward direct C-N bond formation through saturated C-H amination of benzylic hydrocarbons and inactive aliphatic alkanes with primary aromatic amines under an inexpensive catalyst/oxidant (Cu/DTBP) system has been developed. Both aminopyridines and anilines could react smoothly with primary and secondary benzylic C-H substrates or cyclohexane to form the corresponding aromatic secondary amines in moderate to good yields. This protocol has the advantages of wide functional group tolerance and use of readily available raw materials.

Deaminative (Carbonylative) Alkyl-Heck-type Reactions Enabled by Photocatalytic C?N Bond Activation

The palladium-catalyzed Heck reaction is a well-known, Nobel Prize winning transformation for producing alkenes. Unlike the alkenyl and aryl variants of the Heck reaction, the alkyl-Heck reaction is still underdeveloped owing to the competitive side reactions of alkyl–palladium species. Herein, we describe the development of a deaminative alkyl-Heck-type reaction that proceeds through C?N bond activation by visible-light photoredox catalysis. A variety of aliphatic primary amines were found to be efficient starting materials for this new process, affording the corresponding alkene products in good yields under mild reaction conditions. Moreover, this strategy was successfully applied to deaminative carbonylative alkyl-Heck-type reactions.

Nickel-Catalyzed Benzylation of Aryl Alkenes with Benzylamines via C-N Bond Activation

We have developed the first example of nickel-catalyzed Heck-type benzylation of aryl olefins with various benzylamines as benzyl electrophiles, and the benzylic C-N bond cleavage was efficiently promoted by the amine-I2 charge transfer complex (CT complex). The combination of low-cost NiCl2 and I2 has been found to facilitate Heck reaction of tertiary benzylamines and alkenes into various benzyl-substituted alkenes in good to excellent yields. This unconventional Heck reaction is proposed to go through initially the formation of a benzylic radical via oxidative addition of the C-N bond with Ni(0), then capturing by aryl alkene via radical addition, followed by single-electron transfer redox and proton abstraction without oxidant and external base.

Nickel-Catalyzed Alkylarylation of Activated Alkenes with Benzyl-amines via C?N Bond Activation

A nickel-catalyzed alkylarylation of active alkenes with tertiary benzylamines was achieved by charge-transfer-complex promoted C?N bond activation. The reaction proceeded through initial Ni-catalyzed C?N bond activation, followed by sequential radical addition, redox and proton abstraction with cleaved amine moiety in the absence of oxidant, and provides an efficient method to prepare various alkyl-substituted oxindoles and dihydroquinolinones in good yields.

Ruthenium(II)-catalyzed olefination: Via carbonyl reductive cross-coupling

Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(ii) catalysis. This method enables facile and selective cross-couplings of two unsymmetrical carbonyl compounds in either an intermolecular or intramolecular fashion. Moreover, this chemistry accommodates a variety of substrates, proceeds under mild reaction conditions with good functional group tolerance, and generates stoichiometric benign byproducts. Importantly, the coexistence of KOtBu and bidentate phosphine dmpe is vital to this transformation.

Charge-Transfer Complex Promoted C-N Bond Activation for Ni-Catalyzed Carbonylation

A new strategy was developed for activation of C-N bond via formation of an amine-I2 charge-transfer complex, which facilitates the inert C-N bond activation via oxidative addition with Ni(0). This strategy has been successfully applied in the Ni-catalyzed carbonylation of benzylamines via direct insertion of CO into the C-N bond, which provided a straightforward and rapid approach to arylacetamides in the presence of catalytic amounts of I2 and Ni catalyst. Mechanistic studies suggested that a benzyl radical generated via the oxidative addition was involved in the present reaction.