607-50-1

Upstream product

• 50-00-0 formaldehyd 
• 91-20-3 naphthalene 
• 542-88-1 bis(2-chloromethyl)ether 
• 109-87-5 Dimethoxymethane 
• 86-52-2 1-Chloromethylnaphthalene 
• 62784-66-1 bis(1-naphthyl)methanol 
• 102183-61-9 1,1'-(diazomethylene)bisnaphthylene 
• 67-66-3 chloroform 
• 7664-93-9 sulfuric acid 
• 239-60-1 13H-dibenzo[a,i]fluorene 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 67-63-0 isopropyl alcohol 
• 90-11-9 1-Bromonaphthalene 

Downstream Products

• 5467-20-9 1-(bromo(1-naphthyl)methyl)naphthalene 
• 91-20-3 naphthalene 
• 90-12-0 1-Methylnaphthalene 
• 119-64-2 tetralin 
• 2809-64-5 5-methyltetralin 
• 1559-81-5 1-methyl-1,2,3,4-tetrahydronaphthalene 
• 605-78-7 bis(naphthalen-1-yl)methanone 

Relevant academic research and scientific papers

METHOD FOR PRODUCING ARENE COMPOUNDS AND ARENE COMPOUNDS PRODUCED BY THE SAME

Provided is a method for producing (alkyl)arene compounds represented by Formulae 3-1, 3-2, and 3-3 by the Friedel-Crafts alkylation reaction of alkyl halide compounds and arene compounds using organic phosphine compounds as a catalyst.

Metal-Free Hydrosilylation of Ketenes with Silicon Electrophiles: Access to Fully Substituted Aldehyde-Derived Silyl Enol Ethers

Little-explored hydrosilylation of ketenes promoted by main-group catalysts is reported. The boron Lewis acid tris(pentafluorophenyl)borane accelerates the slow uncatalyzed reaction of ketenes and hydrosilanes, thereby providing a convenient access to the new class of β,β-di- and β-monoaryl-substituted aldehyde-derived silyl enol ethers. Yields are moderate to high, and Z configuration is preferred. The corresponding silyl bis-enol ethers are also available when using dihydrosilanes. The related trityl-cation-initiated hydrosilylation involving self-regeneration of silylium ions is far less effective.

A Zwitterionic Palladium(II) Complex as a Precatalyst for Neat-Water-Mediated Cross-Coupling Reactions of Heteroaryl, Benzyl, and Aryl Acid Chlorides with Organoboron Reagents

The Suzuki–Miyaura cross-coupling (SMC) reactions of several heteroaryl chlorides, benzyl chlorides, and aryl acid chlorides with (hetero)arylboron reagents have been investigated in the presence of [Pd(HL1)(PPh3)Cl2] (I) [HL1 = 3-[(2,6-diisopropylphenyl)-1-imidazolio]-2-quinoxalinide] as catalyst and K2CO3 as base in neat water. The synthesis of the heterocycle-containing biaryls required the addition of 2 mol-% of a phosphine ligand (PPh3 or X-Phos). A combination of more than 115 substrates were screened and it was found that I is a versatile catalyst that can produce heterocycle-containing biaryls, diarylmethanes, and benzophenones in moderate-to-excellent yields.

Efficient N-heterocyclic carbene nickel pincer complexes catalyzed cross coupling of benzylic ammonium salts with boronic acids

Pyridine-bridged bis-benzimidazolylidene nickel complexes exhibited very high catalytic activity toward cross coupling of inactive (hetero)aryl benzylic ammonium salts with (hetero)aryl and alkenyl boronic acids under mild reaction conditions. Even at 2 mol% catalyst loading, a wide range of substrates for both coupling partners with different steric and electronic properties were well tolerated.

Benzylic Phosphates in Friedel-Crafts Reactions with Activated and Unactivated Arenes: Access to Polyarylated Alkanes

Easily reachable electron-poor/rich primary and secondary benzylic phosphates are suitably used as substrates for Friedel-Crafts benzylation reactions with only 1.2 equiv activated/deactivated arenes (no additional solvent) to access structurally and electronically diverse polyarylated alkanes with excellent yields and selectivities at room temperature. Specifically, diversely substituted di/triarylmethanes are generated within 2-30 min using this approach. A wide number of electron-poor polyarylated alkanes are easily accomplished through this route by just tuning the phosphates.

A new solid acid for specifically cleaving the CarC alk bond in di(1-naphthyl)methane

Three catalysts were prepared by impregnating the same volume of pentachloroantimony (PCA), trimethylsilyl trifluoromethanesulfonate (TMSTFMS), or isometric PCA and TMSTFMA into an activated carbon (AC). Di(1-naphthyl) methane (DNM) was used as a coal-related model compound to evaluate their catalytic activity. The results show that CarCalk bond in DNM can be specifically cleaved over each catalyst to afford naphthalene and 1-methylnaphthalene under pressurized hydrogen at temperatures up to 300 °C, but as a new solid acid (NSA), PCA-TMSTFMS/AC is significantly more active for DNM hydrocracking than the other two catalysts. FTIR and SEM analyses reveal the strong interactions among PCA, TMSTFMS, and the AC in the NSA. NH 3-TPD analysis suggests that the NSA should exhibit appreciably stronger acidity than the other two catalysts. The strong interactions may result in the appreciably stronger acidity of the NSA than that of the other two catalysts and thereby facilitate DNM hydrocracking. It is presumed that H 2 was heterolytically cleaved to immobile H- and mobile H+. The addition of mobile H+ to ipso-position of DNM should be crucial step for DNM hydrocracking.

Catalytic double C-Cl bond activation in CHlby iron(III) salts with grignard reagents

Cross-coupling of Grignard reagents with dichloromethane is achieved using iron(III) catalysts. Aryl- and benzylmagnesium bromides show a range of activity toward double C-Cl bond activation resulting in the insertion of methylene fragments between two equivalents of the nucleophilic partner. Georg Thieme Verlag Stuttgart.

Catalytic asymmetric epoxidation

The present invention relates to the synthesis of chiral epoxides via a catalytic asymmetric oxidation of olefins. Additionally, the methodology provides a method of asymmetrically oxidizing sulfides and phosphines. This asymmetric oxidation employs a catalyst system composed of a metal and a chiral bishydroxamic acid ligand, which, in the presence of a stoichiometric oxidation reagent, serves to asymmetrically oxidize a variety of substrates.

Generation, reactions, and kinetics of di(naphthyl)carbenes: Effects of the methyl group

A series of di(naphthyl)carbenes (DNCs) having methyl groups on aromatic rings were generated by photolysis of the corresponding diazo precursors and studied not only by product analysis, but also by spectroscopic means. "Parent" triplet α-DNC was shown to have a half-life of 70 ms, which is some 30 times larger than that of triplet diphenylcarbene (3DPC), whereas parent triplet β-DNC was 2 orders of magnitude shorter-lived than the α-isomer. The lifetimes of triplet DNCs were significantly increased by introducing methyl groups near the carbene center. Thus, 3α-DNC, which has four methyl groups at 2,2′,4,4′-positions, was shown to have a half-life of 100 ms, and the replacement of the two methyl groups at the 2,2′-positions of this carbene with tri(deuterio)methyl groups resulted in an increase of the lifetime by approximately 3 times by quenching the intramolecular H transfer from the methyl groups to the carbene center leading to o-quinoid compounds. The results are discussed in terms of the counteracting effects of electronic properties stabilizing the singlet state and steric factors favoring the triplet and compared with similar studies with 3DPCs.

On the di-1-naphthylcarbene-dibenzofluorene rearrangement and the ethylenization of diarylcarbinols

Solution-spray flash vacuum thermolysis of di-1-naphthyldiazomethane (9) results in the formation of dibenzo[c,g]fluorene (12), formed via a carbene- carbene rearrangement of di-1-naphthylcarbene (10). The isomeric dibenzo[α,i]fluorene (11) claimed by Franzen and Joschek (Liebigs Ann. Chem. 1960, 633, 7) is not formed, and no dibenzofluorene is formed on thermolysis in boiling naphthalene. 11 is formed on dehydration of di-1-naphthylcarbinol (14) with phosphoric acid, but the claimed tetra-1-naphthylethylene (13) is not formed, and the so-called ethylenization of diarylcarbinols is cast in doubt generally. The compound previously believed to be 13 is 13-[di(1- naphthyl)methyl]-dibenzo[α,i]fluorene (22). The alleged cleavage of 13 into two molecules of carbene 10 is unsubstantiated.