39203-82-2

Upstream product

• 106-49-0 p-toluidine 
• 105-07-7 4-cyanobenzaldehyde 
• 164934-06-9 N-(p-cyanobenzylidene)butylamine 
• 3246-78-4 N-(4-methoxybenzylidene)-4-methylaniline 
• 102904-37-0 N-(p-cyanobenzylidene)aniline 
• 33863-80-8 N-(4-cyanobenzyl)-4-methylaniline 

Downstream Products

• 33863-80-8 N-(4-cyanobenzyl)-4-methylaniline 
• 164934-06-9 N-(p-cyanobenzylidene)butylamine 
• 106-49-0 p-toluidine 
• 102904-37-0 N-(p-cyanobenzylidene)aniline 
• 730-39-2 N-(4-nitrobenzylidene)-4-methylaniline 
• 1578258-43-1 2,5-bis(4-cyanophenyl)-1,4-bis(4-methylphenyl)-3,6-bis(pyridin-4-yl)-1,4-dihydropyrrolo[3,2-b]pyrrole 
• 1578258-40-8 2,5-bis(4-cyanophenyl)-1,4-bis(4-methylphenyl)-3,6-bis(4-(pentafluoro-λ⁶-sulfanyl)phenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole 
• 1578258-39-5 2,5-bis(4-cyanophenyl)-3-(3,5-dimethoxyphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole 
• 1578258-45-3 2,5-bis(4-cyanophenyl)-3,6-bis(3,5-dimethoxyphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole 
• 1578258-37-3 2,5-bis(4-cyanophenyl)-1,4-bis(4-methylphenyl)-3-(pyridin-3-yl)-1,4-dihydropyrrolo[3,2-b]pyrrole 
• 1578258-42-0 2,5-bis(4-cyanophenyl)-1,4-bis(4-methylphenyl)-3,6-bis(pyridin-3-yl)-1,4-dihydropyrrolo[3,2-b]pyrrole 
• 1578258-35-1 2,5-bis(4-cyanophenyl)-1,4-bis(4-methylphenyl)-3-(4-nitrophenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole 
• 1578258-41-9 2,5-bis(4-cyanophenyl)-1,4-bis(4-methylphenyl)-3,6-bis(4-nitrophenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole 
• 1578258-34-0 2,5-bis(4-cyanophenyl)-3-(9,9-dioctyl-9H-fluoren-3-yl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole 

Relevant academic research and scientific papers

Dehydrogenation and α-functionalization of secondary amines by visible-light-mediated catalysis

A visible-light-mediated process for dehydrogenation of amines has been described. The given protocol showed a broad substrate scope, mild reaction conditions and excellent results without the requirement of tedious purification. This process can be applied in one-pot functionalization of secondary amines with various nucleophiles through the cooperation of visible-light and Lewis acid catalysis, leading to the structurally varied essential components of biologically active molecules. In addition, Stern-Volmer studies and quenching experiments revealed the role of a catalyst and led to the proposed mechanism of this transformation.

Effective catalysis of imine metathesis by means of fast transiminations between aromatic-aromatic or aromatic-aliphatic amines

This paper reports on a quantitative investigation of rates of amine-imine exchange reactions of primary amines with their benzylidene derivatives in organic solvents at room temperature. Exchange reactions involving aromatic-aromatic or aromatic-aliphati

Tetraaryl-, pentaaryl-, and hexaaryl-1,4-dihydropyrrolo[3,2- b ]pyrroles: Synthesis and optical properties

Efficient conditions for the synthesis of tetra-, penta-, and hexasubstituted derivatives of 1,4-dihydropyrrolo[3,2-b]pyrrole were developed. The tetraaryl derivatives were obtained in a novel one-pot reaction among aromatic aldehydes, aromatic amines, and butane-2,3-dione. After a thorough examination of various reaction parameters (solvent, acid, temperature) p-toluenesulfonic acid was identified as the crucial catalyst. As a result, 1,4-dihydropyrrolo[3,2-b]pyrroles were obtained in the highest yields reported to date. The scope and limitation studies showed that this new method was particularly efficient for sterically hindered aldehydes (yields 45-49%). Pentaaryl- and hexaaryl-1,4-dihydropyrrolo[3,2-b]pyrroles were prepared from tetraaryl-1,4-dihydropyrrolo[3,2-b]pyrroles via direct arylation by employing both electron-poor and electron-rich aromatic and heteroaromatic haloarenes. Strategic placement of electron-withdrawing substituents at the 2-, 3-, 5-, and 6-positions produced an acceptor-donor-acceptor type fluorophore. The resulting multiply substituted heteropentalenes displayed intriguing optical properties. The relationship between the structure and photophysical properties for all compounds were directly compared and thoroughly elucidated. All synthesized products displayed strong blue fluorescence and exhibited moderate to large Stokes shifts (3000-7300 cm-1) as well as high quantum yields of fluorescence up to 88%. Two-photon absorption cross-section values measured in the near-IR region were surprisingly high (hundreds of GM), given the limited conjugation in these propeller-shaped dyes.

One-pot synthesis of pyrrolidino- and piperidinoquinolinones by three-component aza-Diels-Alder reactions of in situ generated N-arylimines and cyclic enamides

An efficient synthesis of hexahydropyrrolo[3,2-c]quinolin-2-ones and hexahydropyridino[3,2-c]quinolin-2-ones has been developed in moderate to high yields by one-pot two-step aza-Diels-Alder reactions of N-arylimines, formed in situ from anilines and benz

Substituent cross-interaction effects on the electronic character of the C=N bridging group in substituted benzylidene anilines - Models for molecular cores of mesogenic compounds. A 13C NMR study and comparison with theoretical results

13C NMR chemical shifts δc(C=N) were measured in CDCl 3 for a wide set of mesogenic molecule model compounds, viz. the substituted benzylidene anilines P-X-C6H4CH=NC 6H4-p-Y (X = NO2, CN, CF3, F, Cl, H, Me, MeO, or NMe2; Y = NO2, CN, F, Cl, H, Me, MeO, or NMe2). The substituent dependence of δc(C=N) was used as a tool to study electronic substituent effects on the azomethine unit. The benzylidene substituents X have a reverse effect on δc(C=N): electron-withdrawing substituents cause shielding, while electron-donating ones behave oppositely, the inductive effects clearly predominating over the resonance effects. In contrast, the aniline substituents Y exert normal effects: electron-withdrawing substituents cause deshielding, while electron-donating ones cause shielding of the C=N carbon, the strengths of the inductive and resonance effects being closely similar. Additionally, the presence of a specific cross-interaction between X and Y could be verified. The electronic effects of the neighboring aromatic ring substituents systematically modify the sensitivity of the C=N group to the electronic effects of the benzylidene or aniline ring substituents. Electron-withdrawing substituents on the aniline ring decrease the sensitivity of δc(C=N) to the substitution on the benzylidine ring, while electron-donating substituents have the opposite effect. In contrast, electron-withdrawing substituents on the benzylidene ring increase the sensitivity of δc(C=N) to the substituent on the aniline ring, while electron-donating substituents act in the opposite way. These results can be rationalized in terms of the substituent-sensitive balance of the electron delocalization (mesomeric effects). The present NMR characteristics are discussed as regards the computational literature data. Valuable information has been obtained on the effects of the substituents on the molecular core of the mesogenic model compounds.

Solid-state radical reactions of 1,3-cyclohexanediones with in situ generated imines mediated by manganese(III) acetate under mechanical milling conditions

Under solid-state conditions, manganese(III) acetate-mediated radical reactions of 1,3-cyclohexanedione and 5,5-dimethyl-1,3-cyclohexanedione with in situ generated imines proceeded efficiently by mechanical milling at room temperature and good to excelle