21918-35-4

Upstream product

• 27129-86-8 1-bromomethyl-3,5-dimethylbenzene 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 108-67-8 1,3,5-trimethyl-benzene 

Downstream Products

• 729-65-7 1,3,5-trimethyl-2-(3',5'-dimethylbenzyl)benzene 
• 63376-64-7 1,2-bis(3,5-dimethylphenyl)ethane 
• 158470-73-6 tetrakis(3,5-dimethylphenyl)cyclopentadienone 
• 478635-17-5 3,4-di-(β-naphthyl)-2,5-di(m-xylyl)cyclopentadienone 
• 356074-72-1 2,3,4,5-tetrakis-(3,5-dimethyl-phenyl)-1-(2,4,6-trimethyl-phenyl)-cyclopenta-2,4-dienol 
• 356074-74-3 1-(3,5-difluoro-phenyl)-2,3,4,5-tetrakis-(3,5-dimethyl-phenyl)-cyclopenta-2,4-dienol 
• 356074-75-4 1-(2,6-difluoro-phenyl)-2,3,4,5-tetrakis-(3,5-dimethyl-phenyl)-cyclopenta-2,4-dienol 
• 356074-92-5 C₅(3,5-C₆H₃Me₂)4(3,5-C₆H₃F₂)Br 
• 356074-71-0 2,3,4,5-tetrakis-(3,5-dimethyl-phenyl)-1-(2,5-dimethyl-phenyl)-cyclopenta-2,4-dienol 
• 356074-70-9 1,2,3,4,5-pentakis-(3,5-dimethyl-phenyl)-cyclopenta-2,4-dienol 
• 481726-49-2 C₅(3,5-C₆H₃Me₂)5Br 
• 356074-90-3 C₅(3,5-C₆H₃Me₂)4(3,6-C₆H₃Me₂)Br 
• 356074-89-0 C₅(3,5-C₆H₃Me₂)4(3-C₆H₄Me)Br 
• 356074-91-4 C₅(3,5-C₆H₃Me₂)4(3-C₆H₄F) 

Relevant academic research and scientific papers

Synthesis and Catalytic Activity of (3,4-Diphenylcyclopentadienone)Iron Tricarbonyl Compounds in Transfer Hydrogenations and Dehydrogenations

Four (3,4-diphenylcyclopentadienone)iron tricarbonyl compounds were synthesized, and their activities in transfer hydrogenations of carbonyl compounds and transfer dehydrogenations of alcohols were explored and compared to those of the well-established [2,5-(SiMe3)2-3,4-(CH2)4(η4-C4C=O)]Fe(CO)3 (3). A new compound, [2,5-bis(3,5-dimethylphenyl)-3,4-diphenylcyclopentadienone]iron tricarbonyl (7), was the most active catalyst in both transfer hydrogenations and dehydrogenations, and compound 3 was the least active catalyst in transfer hydrogenations. Evidence was found for product inhibition of both 3 and 7 in a transfer dehydrogenation reaction, with the activity of 3 being more heavily affected. A monomeric iron hydride derived from 7 was spectroscopically observed during a transfer hydrogenation, and no diiron bridging hydrides were found under reductive or oxidative conditions. Initial results in the transfer hydrogenation of N-benzylideneaniline showed that 3 was a significantly less active catalyst in comparison to the (3,4-diphenylcyclopentadienone)iron tricarbonyl compounds.

Divergent oxidative rearrangements in solution and in a zeolite: Distal vs proximal bond cleavage of methylenecyclopropanes

Irradiation of 9,10-dicyanoanthracene (DCA) or p-chloranil in the presence of E-1-benzylidene-2-phenylcyclopropane (E-5) in CH2CI2 causes E-5 to undergo methylenecyclopropane rearrangement. An adduct, Z-7, between DCA and 5 firmly supports the involvement of a bifunctional trimethylenemethane radical cation. In contrast, incorporation of E-5 into HZSM-5 produces trans,trans-1,4-diphenyl-1,3-butadiene radical cation sequestered in the HZSM-5 interior, tt-8·+ @ HZSM-5, identified by ESR and diffuse reflectance spectroscopy. In addition, low yields of tt-8, its cis, trans-isomer (ct-8), and 1-phenyl-1,2-dihydronaphthalene (9) were isolated from the supernatant solution. The sharp contrast between the photoinduced electrontransfer reaction with photosensitizers in solution and the spontaneous reaction with redox-active acidic zeolite offers the prospect of further zeolite-induced regiodivergent reactions in a range of additional substrates.

A convenient synthesis of bromopentaarylcyclopentadienes containing methyl or fluorine substituents

The ketones C5(3,5-C6H3Me2)4(O) (5b) and C5-2,5(3,5-C6H3Me2) 2(C6H5)2(O) (5c) were prepared and characterized. The pentaarylcyclopentadienols C5(C6H5)4(Ar′)(OH) (Ar′=3,5-C6H3Me2, 6a3; Ar′=2,4,6-C6H2Me3, 6a5; Ar′=3-C6H4F, 6a6; Ar′=3,5-C6H3F2, 6a7), C5(3,5-C6H3Me2) 4(Ar′)(OH) (Ar′=3-C5H4Me, 6b2; 3,5-C5H3Me2, 6b3; 3,6-C5H3Me2, 6b4; 2,4,6-C5H2Me3, 6b5; Ar′=3-C6H4F, 6a6; Ar′=3,5-C6H3F2, 6a7; Ar′=2,6-C6H3F2, 6a8) were obtained by reaction of the corresponding Ar′Li with the ketones C5(C6H5)4(O) (5a), or C5(3,5-C6H3Me2)4(O) (5b). The synthesis and characterization of the bromopentaarylcyclopentadienes C5(C6H5)4(Ar′)(Br) (Ar′=3,5-C6H3Me2, 7a3; Ar′=2,4,6-C6H2Me3, 7a5) and C5(3,5-C6H3Me2) 4(Ar′)(Br) (Ar′=3-C5H4Me, 7b2; 3,5-C5H3Me2, 7b3; 3,6-C5H3Me2, 7b4; 2,4,6-C5H2Me3, 7b5; Ar′=3-C6H4F, 7a6; Ar′=3,5-C6H3F2, 7a7; Ar′=2,6-C6H3F2, 7a8) containing methyl groups or fluorine atoms on the Ar′ rings are reported. The bromopentaarylcyclopentadienes are isolated as a 1:2:2 mixture of three isomers when Ar and Ar′ are different, except when the latter substituent bears two fluorine or two methyl groups in the ortho positions. In these cases the reaction is regiospecific and provides a unique isomer with the di-ortho-substituted arene located in the β-position with respect to the carbon bearing the bromine atom.

The Role of Aroyloxyl Radicals in the Formation of Solvent-derived Products in Photodecomposition of Diaroyl Peroxides. The Reactivity of Substituted Cyclohexadienyl Radicals and Intermediacy of ipso Intermediates

Photolyses of bis(2-thiophenecarbonyl)peroxide (TPO) in benzene and toluene afforded, among free-radical products, biphenyl and dimethylbiphenyls, respectively, which were solely derived from the aromatic solvents.The yields of biphenyls depended upon the rate with which the radical intermediates were generated from the peroxides in sufficiently high concentrations for their dimerization.Photolyses of TPO and dibenzoyl peroxide in 1,3,5-trimethylbenzene afforded also a solvent-derived products, 2,3',4,5',6-pentamethyldiphenylmethane.Its formation provides clear evidence for participation of cyclohexadienyl radicals bearing the aroyloxyl group on the methyl-substituted ipso carbon atom.