5603-13-4

Upstream product

• 5470-96-2 quinoline 2-carbaldehyde 
• 62-53-3 aniline 
• 91-63-4 2-methylquinoline 
• 586-96-9 Nitrosobenzene 

Downstream Products

• 27114-21-2 N-(quinolin-2-ylmethyl)aniline 
• 7477-46-5 N-phenylquinoline-2-carboxamide 
• 1432584-50-3 dichloro-[ 2-(phenyliminomethyl)quinoline]platinum(II) 
• 1393793-46-8 dichloro[2-(phenyliminomethyl)quinoline]palladium(II) 
• 34864-79-4 3-phenyl-1-[2-(quinolin-2-yl)ethenyl]benzo[f]quinoline 
• 74273-31-7 1,2-Dianilino-1,2-di-(chinolin-2-yl)-ethan 

Relevant academic research and scientific papers

Design of a Tris-Heteroleptic Ru(II) Complex with Red-Light Excitation and Remarkably Improved Photobiological Activity

Ru(II)-polypyridyl complexes are of increasing interest in photodynamic therapy (PDT) due to their easily tunable photophysical and photochemical properties. However, short-wavelength absorption of Ru(II)-polypyridyl complexes has limited their penetration depth in PDT. Herein, the series of Ru(II)-polypyridyl complexes 1-4 was designed by replacing one bipyridine in [Ru(bpy)3]Cl2 with Schiff bases (iminopyridine or iminoquinoline analogues) to achieve red-shifted absorption of Ru(II)-polypyridyl photosensitizers. To further shift the absorption to longer wavelength and improve the photobiological activity of Ru(II)-polypyridyl complexes, the three tris-heteroleptic Ru(II) complexes 5-7 with benzo[i]dipyrido[3,2-a:2′,3′-c]phenazine (dppn) as a ligand were designed to achieve long-lived intraligand (3IL) excited states. Cytotoxicity data against A549 and HepG2 cells revealed that complex 7 showed extraordinarily high cytotoxicity under 650 nm irradiation, resulting in IC50 values of 56 and 63 nM with exceptionally large phototoxicity index (PI) values of 763 and 613, respectively. Thus, the resulting complex 7 with considerable red-light photocytotoxicity and high PI values shows a promising potential for therapeutic applications, which represents a new scaffold of Ru(II)-polypyridyl photosensitizers for PDT in the therapeutic window . This study delivers a rational strategy for the design of tris-heteroleptic Ru(II) complexes as promising photosensitizers for cancer therapy. ?

Consecutive Intermolecular Reductive Amination/Asymmetric Hydrogenation: Facile Access to Sterically Tunable Chiral Vicinal Diamines and N-Heterocyclic Carbenes

A highly enantioselective iridium- or ruthenium-catalyzed intermolecular reductive amination/asymmetric hydrogenation relay with 2-quinoline aldehydes and aromatic amines has been developed. A broad range of sterically tunable chiral N,N′-diaryl vicinal diamines were obtained in high yields (up to 95 %) with excellent enantioselectivity (up to >99 % ee). The resulting chiral diamines could be readily transformed into sterically hindered chiral N-heterocyclic carbene (NHC) precursors, which are otherwise difficult to access. The usefulness of this synthetic approach was further demonstrated by the successful application of one of the chiral vicinal diamines and chiral NHC ligands in a transition-metal-catalyzed asymmetric Suzuki–Miyaura cross-coupling reaction and asymmetric ring-opening cross-metathesis, respectively.

New platinum(II)-based DNA intercalator: Synthesis, characterization and anticancer activity

Platinum agents with different action mechanisms from current platinum drugs can be effective candidates overcoming the resistance of platinum-based drugs. Platinum(II)-based DNA intercalators are potent candidate which act through mechanisms distinct fro

Metal-free oxidative: Para -acylation of unprotected anilines with N-heteroarylmethanes

A selective oxidative para-acylation of unprotected anilines with methyl groups in N-heteroarylmethanes was achieved. This transformation proceeds under mild metal-free reaction conditions to produce the corresponding valuable diarylmethanones in good to high yields, featuring high site-selectivity, high functional-group-tolerance, gram-scale synthesis and easy product-derivation. Preliminary mechanistic studies revealed that the present oxidative para-acylation would take place via a Friedel-Crafts-type process of in situ imines and the steric hindrance might be the key issue for the high regio-selectivity.

Copper catalysed direct amidation of methyl groups with N-H bonds

An efficient copper catalyzed direct aerobic oxidative amidation of methyl groups of azaarylmethanes with N-H bonds producing amides is successfully developed, which can produce primary, secondary and tertiary amides, including those with functional groups. This reaction represents a straightforward method for the preparation of amides from the readily available hydrocarbon starting materials.

Bronsted acid catalyzed benzylic C-H bond functionalization of azaarenes: Nucleophilic addition to nitroso compounds

A practical Bronsted acid promoted benzylic C-H functionalization of 2-alkylazaarenes and nucleophilic addition to nitroso compounds was developed under mild conditions. Switched by Bronsted acids, this method can afford azaarene-2-aldimines, azaarene-2-carbaldehyde, or azaarene-2-oximes selectively. No metal, base, oxidant, or other additives were required.

Imino-quinolyl palladium(II) and platinum(II) complexes: Synthesis, characterization, molecular structures and cytotoxic effect

Imino-quinolyl ligands L1-L5 were synthesized by condensation reactions and obtained in good yields. Reactions of the ligands with either PdCl 2(cod) or K2[PtCl4] gave the corresponding palladium(II) and platinum(II) complexes 1-10 also in good yields. All the compounds were characterized by elemental analysis, IR, 1H and 13C NMR spectroscopy. X-ray crystallography was used to confirm the structures of these compounds. Molecular structures of 3 and 5 showed that the ligands coordinate to the metal center through the two nitrogen atoms, generating a distorted square planar geometry around the palladium atom. The new complexes exhibited remarkable cytotoxic activities against MCF-7 and HT-29 cancer cell lines.

Copper-catalyzed benzylic oxidation of C(sp3)-H bonds

A selective oxidation of benzylic C(sp3)-H bonds to C(sp 3)-O bonds catalyzed by copper complexes of quinoline-imine ligands was developed with peresters as oxidants under mild reaction conditions, which converted benzylic methylenes directly into benzylic alcohols and esters by means of direct C-H bond functionalization.

Synthesis and crystal structure determination of Mn(II) Schiff base complexes and their performance in ethene polymerization

Mn(II) complexes 1-10, of which eight are novel, were prepared in high yields by reacting MnCl2 with bidentate N,N′-imine-pyridine and N,N′-imine-quinoline-type donor ligands having different kinds of chemical modifications. The complexes were fully characterized by elemental analysis, mass spectrometry and IR spectroscopy. Crystal structures of 6, 7 and 9 were determined by X-ray crystallography and the results showed that 6 has a dimeric square-pyramidal geometry, whereas 7 and 9 have distorted octahedral structures. Magnetic studies on the high spin complexes 6 and 9 showed that the former exhibits a weak intramolecular antiferromagnetic interaction through the chloride-bridging ligands with a magnetic exchange coupling J = -0.46(6) cm -1, whereas the latter, as expected for its mononuclear structure, only shows very weak intermolecular interactions and/or zero-field splitting effects. All the complexes were activated with methylaluminoxane and investigated under low pressure (5 bar) for ethene polymerization at 60 C. Complexes 1 and 6-10 showed catalytic activity. The prepared polyethenes exhibited high molar masses (296 000-399 000 g/mol) and high melting temperatures (133-140 C). The low molar mass distribution values of 2.15-2.55 indicated single-site polymerization behavior.