58246-82-5

Upstream product

• 1484-12-4 N-methylcarbazole 
• 91828-08-9 3-bromo-9-methyl-9H-carbazole (2b) 
• 407-25-0 trifluoroacetic anhydride 
• 6825-20-3 3,6-dibromo-9H-carbazole 
• 74-88-4 methyl iodide 
• 86-74-8 9H-carbazole 
• 74-83-9 methyl bromide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 222166-46-3 1,2-bis(3,6-dibromo-9H-carbazol-9-methyl)benzene 
• 29377-72-8 9-methyl-9H-carbazole-3,6-dicarbaldehyde 

Relevant academic research and scientific papers

Multicoloured electrochromic polymers derived from easily oxidized bis[2-(3,4-ethylenedioxy)thienyl]carbazoles

Two bis[2-(3,4-ethylenedioxy)thienyl]carbazole-based polymers are synthesized by the electropolymerization of highly conjugated, low-oxidation potential monomers; these polymers exhibit multicolour electrochromic behaviour, each possessing three separate accessible states.

Generation of Dimethyl Sulfoxide Coordinated Thermally Stable Halogen Cation Pools for C?H Halogenation

A method to generate halogen cation pools from the reaction of 1,2-dihaloethanes (hal=Br, I) and dimethyl sulfoxide (DMSO) for C?H halogenation of arenes and heteroarenes was reported. The initial reaction of DMSO and 1,2-dihaloethane generates the sulfur

Divergent Syntheses of Indoles and Quinolines Involving N1-C2-C3 Bond Formation through Two Distinct Pd Catalyses

Pd-catalyzed annulative couplings of 2-alkenylanilines with aldehydes using alcohols as both the solvent and hydrogen source have been developed. These domino processes allow divergent syntheses of two significant N-heterocycles, indoles and quinolines, from the same substrate by tuning reaction parameters, which seems to invoke two distinct mechanisms. The nature of the ligand and alcoholic solvent had a profound influence on the selectivity and efficiency of these protocols. Particularly noteworthy is that indole formation was achieved by overcoming two significant challenges, regioselective hydropalladation of alkenes and subsequent reactions between the resulting Csp3-Pd species and less reactive imines.

A cucurbituril/polysaccharide/carbazole ternary supramolecular assembly for targeted cell imaging

A carbazole derivative (G) was synthesized as a photosensitizer to complex with cucurbit[8]uril, resulting in a nanocube with emission at 662 nm for lysosome cell imaging. Furthermore, the alkyl chain on G was included by α-cyclodextrine-modified hyaluronic acid for further assembly, affording a system targeted to cancer cells.

Practical, mild and efficient electrophilic bromination of phenols by a new I(iii)-based reagent: The PIDA-AlBr3 system

A practical electrophilic bromination procedure for phenols and phenol-ethers was developed under efficient and very mild reaction conditions. A broad scope of arenes was investigated, including the benzimidazole and carbazole core as well as analgesics such as naproxen and paracetamol. The new I(iii)-based brominating reagent PhIOAcBr is operationally easy to prepare by mixing PIDA and AlBr3. Our DFT calculations suggest that this is likely the brominating active species, which is prepared in situ or isolated after centrifugation. Its stability at 4 °C after preparation was confirmed over a period of one month and no significant loss of its reactivity was observed. Additionally, the gram-scale bromination of 2-naphthol proceeds with excellent yields. Even for sterically hindered substrates, a moderately good reactivity is observed.

Structure-properties relationship of the derivatives of carbazole and 1,8-naphthalimide: Effects of the substitution and the linking topology

Nine compounds having electron-accepting 1,8-naphthalimide and electron-donating carbazole moieties were synthesized employing palladium-catalyzed C-N and C-C coupling reactions and characterized by the thermal methods, absorption and emission spectrometry, electrochemical and photoelectrical tools. The synthesized compounds possess high thermal stability with the 5% weight loss temperatures being in the range of 351-476 °C. Most of the synthesized compounds are capable of glass formation with glass transition temperatures ranging from 30 to 87 °C. The cyclic voltammetry measurements showed that the solid state ionization potentials values of the carbazole and 1,8-naphthalimide derivatives range from 5.46 eV to 5.76 eV and the electron affinities values range from -3.04 eV to -2.92 eV. Dilute solutions of the 3- and 3,6-naphthalimide-substituted derivatives of carbazole in polar solvents were found to emit in the green region with quantum yields ranging from 0.66 to 0.83, while in the solid state fluorescence quantum yields were found to be in the range of 0.01-0.45. ((E)-9-(((N-(2-ethylhexyl)-1,8-naphthalimide)-4-yl)ethenyl)-9H-carbazole) exhibited efficient fluorescence in the solid state with quantum yield as high as 0.45. The effects of the linking topology of the chromophores and of the incorporated alkyl substituents on the thermal, optical, and photoelectrical properties of the synthesized donor-acceptor compounds are analyzed. The impact of the ground state intramolecular twisting of the carbazole and naphthalimide moieties induced by the substituents resulting in significant variation in the rates of radiative and nonradiative excitation deactivation is revealed.

Pro-Neurogenic Compounds

Compounds and methods for stimulating neurogenesis (e.g., post-natal neurogenesis, including post-natal hippocampal and hypothalamic neurogenesis) and/or protecting neuronal cell from cell death are disclosed herein. In vivo activity tests suggest that th

Optical activity of heteroaromatic conjugated polymer films prepared by asymmetric electrochemical polymerization in cholesteric liquid crystals: Structural function for chiral induction

We electrochemically polymerized various achiral heteroaromatic monomers in left-handed helical cholesteric liquid crystal (CLC) media. Circular dichroism (CD) spectroscopy revealed that most of the resulting conjugated polymer films exhibited both the first negative and second positive Cotton effects near their absorption maxima. This indicates left-handed helical aggregation of the conjugated main chains, which is consistent with left-handed helical order of the CLC. This result suggests that the left-handed helical CLC environment induced left-handed helical aggregation of the polymers during the electrodeposition. However, CD intensity of the polymers depends on the structure of the parent monomers. Systematic investigation of the relationship between monomer structures and optical activity of the polymers indicates that linearity of the conjugated main chains and excluded volume interaction between the monomers and the CLC are important factors for producing optical activity of the polymers.

π-electron conjugated compound, manufacturing method therefor, and π-electron conjugated polymer obtained using same

Provided are a π-electron conjugated polymer having a constitutional unit represented by general formula (2) that is suitable as an electrochromic material that changes from a desired colored state to a decolored state, a new compound that is a raw materi

Synthesis and electronic spectroscopy of bromocarbazoles. Direct bromination of N- and C-substituted carbazoles by N-bromosuccinimide or a N-bromosuccinimide/silica gel system

The preparation, isolation and characterization by elemental analysis and 1H-NMR, 13C-NMR, and MS data of the bromo derivatives of N-substituted carbazoles, i.e., of 9-methyl-9H-carbazole (1), 9-phenyl-9H-carbazole (2), 9-benzyl-9H-carbazole (3), 2-methoxy-9-methyl-9H- carbazole (4), and of C-substituted carbazoles, i.e., of 2-(acetyloxy)-9H- carbazole (5) and 3-nitro-9H-carbazole (6), are reported, in part for the first time. As brominating reagents, N-bromosuccinimide (NBS) or NBS/silica gel in CH2Cl2, NBS in AcOH, KBrO3/KBr in EtOH doped with a catalytic amount of H2SO4, or KBrO3/KBr in AcOH were employed, and their uses were compared. Semi-empirical PM3 calculations were performed to predict the reactivity of the N-substituted and C-substituted carbazoles and of their bromo derivatives and found to verify the experimental results. The UV-absorption and fluorescence and phosphorescence emission spectra of the bromocarbazole derivatives in MeCN solution at 298 K and in a solid matrix at 77 K were compared with those of the corresponding carbazoles 1-6. The dynamic properties of the lowest excited singlet and triplet states (τf, τp, φf, and φp) were measured under the same experimental conditions. The intramolecular spin-orbital-coupling effect of the Br-atom and NO2 group on the spectroscopic data, photophysical parameters, and on the photo reactivity were also briefly analyzed.