5337-01-9

Usage

InChI:InChI=1/C15H12N2/c16-10-5-11-17-14-8-3-1-6-12(14)13-7-2-4-9-15(13)17/h1-4,6-9H,5,11H2

Upstream product

• 86-74-8 9H-carbazole 
• 107-13-1 acrylonitrile 
• 100-85-6 N-benzyl-trimethylammonium hydroxide 
• 2417-90-5 bromopropionitrile 
• 1484-13-5 9-vinyl-9H-carbazole 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 625-28-5 Isovaleronitrile 

Downstream Products

• 116605-12-0 5-benzyl-pyrido[3,2,1-jk]carbazol-4-one 
• 141692-71-9 benzyl 3-(N-tboc-L-3-amido-9-carbazolyl)propionate 
• 141692-69-5 benzyl 3-(3-nitro-9-carbazolyl)propionate 
• 141692-62-8 benzyl 3-(3-acetamido-9-carbazolyl)propionate 
• 141692-70-8 benzyl 3-(3-amino-9-carbazolyl)propionate 
• 6622-54-4 N-(β-carboxyethyl)carbazole 
• 10257-99-5 5,6-dihydro-pyrido[3,2,1-jk]carbazol-4-one 
• 23690-10-0 3-(9H-carbazol-9-yl)propan-1-amine 
• 20811-26-1 9-<3-(Dimethylamino)propyl>carbazole 

Relevant academic research and scientific papers

Synthesis, Structure, and Excimer Formation of Cholesteric Liquid Crystals Containing Carbazolyl Groups Covalently Linked to a Cholesterol Group

Cholesteryl 3-(9-carbazolyl)propanoate (9Cz-2) and cholesteryl 3-propanoate (3Cz-2) were synthesized.They did not show a cholesteric mesophase by themselves, but their 1:1 mixture with other cholesteryl arylpropanoates showed cholesteric mesophases near room temperature.The average orientations of the two types of carbazolyl groups in the quasinematic layer were determined by circular dichroism and circularly polarized fluorescence spectroscopy.Their fluorescence spectra showed a monomer fluorescence with small contribution of excimer.The intensity ratio of the excimer to monomer fluorescence of 3Cz-2 was larger than that of 9Cz-2 and reached the minimum value at the cholesteric-isotropic transition temperature.Fluorescence decay analysis indicated that monomolecular decay processes of the carbazolyl excited state are not affacted by the phase change.On the contrary, bimolecular decay processes, including excimer formation, were found to be sensitive to the phase change.Little photocurrent was observed by pulsed irradiation with a N2 laser to the cholesteric liquid crystalline mixtures containing 9Cz-2.

Microstructured poly(2-oxazoline) bottle-brush brushes on nanocrystalline diamond

We report on the preparation of microstructured poly(2-oxazoline) bottle-brush brushes (BBBs) on nanocrystalline diamond (NCD). Structuring of NCD was performed by photolithography and plasma treatment to result in a patterned NCD surface with oxidized and hydrogenated areas. Self-initiated photografting and photopolymerization (SIPGP) of 2-isopropenyl-2-oxazoline (IPOx) resulted in selective grafting of poly(2-isopropenyl-2-oxazoline) (PIPOx) polymer brushes only at the oxidized NCD areas. Structured PIPOx brushes were converted by methyl triflate into the polyelectrolyte brush macroinitiator for the living cationic ring-opening polymerization (LCROP) of 2-oxazolines. The LCROP was performed with 2-ethyl-2-oxazoline (EtOx) as well as 2-(carbazolyl)ethyl-2- oxazoline (CarbOx) as monomers, resulting in structured bottle-brush brushes (BBB) with different pendant side chains and functionalities. FT-IR spectroscopy, fluorescence microscopy, and AFM measurements indicated a high side chain grafting density as well as quantitative and selective reactions. Poly(2-oxazoline) BBBs containing hole conducting carbazole moieties on NCD as electrode material may open the way to advanced amperometric biosensing systems.

Cooperative Palladium/Lewis Acid-Catalyzed Transfer Hydrocyanation of Alkenes and Alkynes Using 1-Methylcyclohexa-2,5-diene-1-carbonitrile

Catalytic transfer hydrocyanation represents a clean and safe alternative to hydrocyanation processes using toxic HCN gas. Such reactions provide access to pharmaceutically important nitrile derivatives starting with alkenes and alkynes. Herein, an efficient and practical cooperative palladium/Lewis acid-catalyzed transfer hydrocyanation of alkenes and alkynes is presented using 1-methylcyclohexa-2,5-diene-1-carbonitrile as a benign and readily available HCN source. A large set of nitrile derivatives (>50 examples) are prepared from both aliphatic and aromatic alkenes with good to excellent anti-Markovnikov selectivity. A range of aliphatic alkenes engage in selective hydrocyanation to provide the corresponding nitriles. The introduced method is useful for chain walking hydrocyanation of internal alkenes to afford terminal nitriles in good regioselectivities. This protocol is also applicable to late-stage modification of bioactive molecules.

Process for the Catalytic Reversible Alkene-Nitrile Interconversion

The present invention refers to processes for catalytic reversible alkene-nitrile interconversion through controllable HCN-free transfer hydrocyanation.

Efficient nickel-catalyzed hydrocyanation of alkenes using acetone cyanohydrin as a safer cyano source

An active nickel catalyst prepared in situ from a Ni(II) compound, phosphine ligand, and zinc powder was found to be an efficient catalyst system for the hydrocyanation of various alkenes using acetone cyanohydrin as a safer cyano source. The combination of NiCl2·6H2O and 1,3-bis(diphenylphosphino)propane was the most efficient catalyst precursor in DMF. Under the optimized conditions, various styrenes, heterocyclic alkenes, and aliphatic alkenes were converted to their corresponding nitriles in excellent yields.

Phenothiazine-based CaaX competitive inhibitors of human farnesyltransferase bearing a cysteine, methionine, serine or valine moiety as a new family of antitumoral compounds

A new family of CaaX competitive inhibitors of human farnesyltransferase based on phenothiazine and carbazole skeleton bearing a l-cysteine, l-methionine, l-serine or l-valine moiety was designed, synthesized and biologically evaluated. Phenothiazine derivatives proved to be more active than carbazole-based compounds. Phenothiazine 1b with cysteine residue was the most promising inhibitor of human farnesyltransferase in the current study.

Peptide chemistry applied to a new family of phenothiazine-containing inhibitors of human farnesyltransferase

Novel phenothiazine derivatives bearing an amino acid residue were synthesized via peptide chemistry, and evaluated for their inhibitory potential on human farnesyltransferase. The phenothiazine unit proved to be an important bulky unit in the structure o

Peptide chemistry applied to a new family of phenothiazine-containing inhibitors of human farnesyltransferase

Novel phenothiazine derivatives bearing an amino acid residue were synthesized via peptide chemistry, and evaluated for their inhibitory potential on human farnesyltransferase. The phenothiazine unit proved to be an important bulky unit in the structure o

A single-layer approach to electrochromic materials

This study is focused on the development of electrochromic (EC) materials that could be incorporated into electrically-driven switchable devices such as electrochromogenic glasses. The ultimate goal of this research is to depart from the complexity of the EC device construction which is in use today. Such construction consists of three layers each of them incorporating a specific functionality: the electrochromophore, the electrolyte and the ion storage, assembled between two transparent or reflective electrodes. In most of these conventional devices the electrolyte layer is a liquid or a gel. Since solid-state EC devices are of high commercial interest, we are exploring various avenues to reduce the number of layers to one layer that is all-solid and electrochromically/electrolytically and ionically functional. The design strategy is based on the use of polymers such as poly(epichlorohydrin-co- ethylene oxide), poly(vinyl butyral) and poly(ethylene-co-methacrylic acid) ionomer, to which EC properties were introduced by grafting reactions with specifically synthesized carbazole derivatives. A combination of analytical techniques was used to characterize the monomers and the carbazole-grafted polymers. A proof of concept was demonstrated for a single-layer, all-solid-state EC device consisting of a film of poly(ECH-co-EO) containing pendent carbazole groups, assembled between two transparent electrodes, Sn-doped In2O3 oxide-coated glasses.

Evidence of preferential π-stacking: A study of intermolecular and intramolecular charge transfer complexes

Nine combinations of π-electron donors and acceptors were examined by UV-vis, fluorescence and 1H-NMR spectroscopy to identify π-stacked charge transfer complexes in macromolecular and supramolecular constructs. The high association constant of pyrene and naphthalene diimide suggests a preferentially π-stacking pair rationalized by frontier orbital congruence. The Royal Society of Chemistry 2010.