LEONARD M KHALILOV | Institute Of Petrochemistry And Catalysis Ras (original) (raw)

Papers by LEONARD M KHALILOV

Research paper thumbnail of CCDC 973506: Experimental Crystal Structure Determination

An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

Research paper thumbnail of Ligand exchange in zirconocene dichloride–diethylzinc bimetallic systems

The reaction between zirconocene dichloride and excess diethylzinc in d-6-benzene solution was st... more The reaction between zirconocene dichloride and excess diethylzinc in d-6-benzene solution was studied. It was found that the exchange reaction between Cp2ZrCl2 and Et2Zn is accompanied by the formation of such complexes as bis-(cyclopentadienyl)ethylzirconium chloride (EtZrCp2Cl), a zirconium-organozinc complex, and bis-(cyclopentadienyl)diethylzirconium (Et2ZrCp2). It was also found that as a result of ligand exchange in zirconocene dichloride–diethylzinc bimetallic systems, the zirconium-organozinc complex is formed in minor amounts. An assessment of the thermodynamic stability of the obtained products is given based on the results of DFT analysis. The description of the NMR spectral data of the obtained organozirconium complexes is carried out.

Research paper thumbnail of CCDC 2009010: Experimental Crystal Structure Determination

Research paper thumbnail of Synthesis and structure determination of diastereomeric carbapenems in the AdNE-reaction of (±)-4,4-dimethyl-3-mercaptodihydrofuran-2(3H)-one with chiral carbapenem enol phosphate

Arkivoc, 2021

Incorporation of a γ-lactone ring into the structure of carbapenems is considered as a potential ... more Incorporation of a γ-lactone ring into the structure of carbapenems is considered as a potential "trap" for metallo-β-lactamases that destructively act on carbapenems. New carbapenems containing a (±)-4,4-dimethyl-3-mercaptodihydrofuran-2(3H)-one fragment at C 3 have been synthesized. On chromatographing a mixture of the diastereomeric carbapenems on a column with silica gel deactivated with NEt3, a change of the ratio of isomers occurs. The remaining enantiomerically enriched (3S)-4,4-dimethyl-3-mercaptodihydrofuran-2(3H)-one with 20 .

Research paper thumbnail of First Synthesis of 2,9-Disubstituted cis-2,3a,7b,9,10a,14b- Hexaazaperhydrodibenzotetracenes

Synlett, 2018

The first synthesis of 2,9-disubstituted cis-2,3а,7b,9,10a,14b-hexaazaperhydrodibenzotetracenes h... more The first synthesis of 2,9-disubstituted cis-2,3а,7b,9,10a,14b-hexaazaperhydrodibenzotetracenes has been accomplished through intermolecular heterocyclization of N,N-bis(methoxymethyl)alkylamines with cis-1,6,7,12-tetraazaperhydrotetracene in the presence of SmCl3·6H2O catalyst or by recyclization of 1,3,5-tricycloalkyl-1,3,5-triazinanes with cis-1,6,7,12-tetraazaperhydrotetracene in the presence of NiCl2·6H2O catalyst. The structures were established by 1D (1H, and 13C) and 2D (HSQC, HMBC, COSY, NOESY) NMR spectroscopy, MALDI TOF/TOF mass spectrometry, and X-ray diffraction analyses.

Research paper thumbnail of ChemInform Abstract: Synthesis of α-Tocopherol Analogues with Unsaturated Side Chain and Their Transformation into the Corresponding Chromans with ω-Functionalized Side Chain

ChemInform, 2010

ChemInform Abstract Das Phenylmercaptomethyl-chromanol (IIIa) wird durch Kondensation des Hydroch... more ChemInform Abstract Das Phenylmercaptomethyl-chromanol (IIIa) wird durch Kondensation des Hydrochinons (I) mit dem Hydroxysulfid (II) in Gegenwart von B-trifluoridetherat synthetisiert. Sein Aoetyl-Derivat (IIIb) lässt sich mit N-Bromsuccinimid zum Chromansulfoxid IV) oxidieren, das als Gemisch der diastereoisomeren RR/SS-und SR/RS-Raoemate erhältlich ist. Dieses Gemisch unterwirft sich einer modifizierten Pummerer-Reaktion zum Monothioacetal (V), das bei Hydrolyse und Neuacetylierung in den bekannten o:-Tocopherolorläufer (VI) umgewandelt wird. α-Tocopherol (VIII) ist aus diesem wie bekannt durch Wittig-Reaktion mit Hexahydrofarnesyl-triphenylphosphoniumbromid (VII), anschliessende Hydrierung und Hydrolyse darstellbar. Bei Einsatz von (3R,7R)-(VII) entsteht (2RS,4'R,8')-(VIII).' Der Versuch, α-Tocopherol durch direkte Syntheseüber Alkylierung von 6-Methoxymethoxy-2,5,7,8-tetramethyl-2-phenylsulfonylmethyl+chroman mit Hexahydrofamesylbromid darzustellen, führt zur Ringöffnung und nachfolgender O-Alkylierung.

Research paper thumbnail of The first synthesis of spirocyclopentyl derivatives of lupane triterpenoids by radical nitrocyclization of C-2-diallyl substituted betulonates

Tetrahedron Letters, 2012

... 2. Yogeeswari, P.; Sriram, D. Current Medicinal Chemistry. 2005, 12, 657. 3. Mukherjee, R.; K... more ... 2. Yogeeswari, P.; Sriram, D. Current Medicinal Chemistry. 2005, 12, 657. 3. Mukherjee, R.; Kumar, V.; Srivastava, SK; Agarwal, SK; Burman, AC Anti-Cancer agents in Med. Chem. ... Acc. 1973, 28, 3, 213. 18. Raghavachari, K.; Binkley, JS; Seeger, R.; Pople, JAJ Chem. Phys. ...

Research paper thumbnail of Synthesis of 20-hydroxyecdysone oxime, its diacetonide, and their 14,15-anhydro derivatives

Russian Journal of Organic Chemistry, 2006

Research paper thumbnail of Phytoecdysteroids from the juice of Serratula coronata L. (Asteraceae)

Insect Biochemistry and Molecular Biology, 2002

Minor phytoecdysteroids-ajugasterone С 2-, 3-, and 11-acetates and calonysterone were isolated fo... more Minor phytoecdysteroids-ajugasterone С 2-, 3-, and 11-acetates and calonysterone were isolated for the first time from the Serratula coronata plant. Out of these, ajugasterone 11-acetate is new ecdysteroid.

Research paper thumbnail of Direct and Stereoselective Iron-Catalyzed Amidation of Binor-S with Alkyl and Aryl Cyanides in Water

Research paper thumbnail of Synthesis and Antidepressant Activity of 2-BROMO-1-(THIETAN-3-YL) IMIDAZOLE-4, 5-DICARBOXYLIC Acid Derivatives

International Journal of Pharmacy and Pharmaceutical Sciences

Objective: Synthesis of the salts and diylidenehydrazidеs of 2-bromo-1-(thietan-3-yl) imidazole-4... more Objective: Synthesis of the salts and diylidenehydrazidеs of 2-bromo-1-(thietan-3-yl) imidazole-4,5-dicarboxylic acid to evaluate the antidepressant activities.Methods: The structures of the synthesised compounds were confirmed by elemental analysis and 1Н NMR spectral data. The melting points of the compounds were determined on a Stuart SMP30 apparatus. The X-ray diffraction data for compound IIc were obtained at room temperature on a Xcalibur Gemini Еos. The antidepressant activity was investigated in the tail suspension and forced swimming tests. The locomotor activity and anxiety were studied in the open field test.Results: All synthesised compounds showed antidepressant activity after single intraperitoneal injection to male mice at doses equimolar to 10 mg/kg of imipramine. One of the compounds, 2-bromo-1-(thietan-3-yl) imidazole-4,5-dicarboxylic acid di[(4-hydroxy-3-methoxyphenyl) methylidenehydrazide], reduced the anxiety and decreased the locomotor activity at statistically...

Research paper thumbnail of Glycyrrhetinic acid derivatives as Zika virus inhibitors: Synthesis and antiviral activity in vitro

Bioorganic & Medicinal Chemistry

Research paper thumbnail of New norbornadiene-tethered fulleropyrrolidines

Research paper thumbnail of Base-determinant chemodivergent transformations of chiral 2,3-dibromopropanamide derivative

Research paper thumbnail of Hydroxy Derivatives of Poststerone and Its Nontrivial 13(14→8)-Abeo-analogues: Synthesis, Crystal Packing, and Intermolecular Hydrogen Bonds

Journal of Molecular Structure

Research paper thumbnail of Synthesis, Crystal Structure and Docking Studies as Potential Anti-Inflammatory Agents of Novel Antipyrine Sulfanyl Derivatives

Journal of Molecular Structure

Research paper thumbnail of Synthesis, structure, and antitumor activity of 2,9-disubstituted perhydro 2,3a,7b,9,10a,14b-hexaazadibenzotetracenes

RSC Advances

Catalytic methods for the synthesis of previously unknown 2,9-disubstituted 3bR*,7aR*,10bR*,14aR*... more Catalytic methods for the synthesis of previously unknown 2,9-disubstituted 3bR*,7aR*,10bR*,14aR*-cis-14c,14d-perhydro-2,3a,7b,9,10a,14b-hexaazadibenzotetracenes with pronounced antitumor activity have been developed.

Research paper thumbnail of ChemInform Abstract: Prostanoids. Part 48. Isomeric (.+-.)-11,12-Epoxycarbacyclins

ChemInform

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of ChemInform Abstract: Prostanoids. Part 40. Synthesis of (.+-.)-11,12-Anhydrocarbacyclins

ChemInform

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of ChemInform Abstract: Choline Esters of Alkylenebisphosphonic Acids

ChemInform

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of CCDC 973506: Experimental Crystal Structure Determination

An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

Research paper thumbnail of Ligand exchange in zirconocene dichloride–diethylzinc bimetallic systems

The reaction between zirconocene dichloride and excess diethylzinc in d-6-benzene solution was st... more The reaction between zirconocene dichloride and excess diethylzinc in d-6-benzene solution was studied. It was found that the exchange reaction between Cp2ZrCl2 and Et2Zn is accompanied by the formation of such complexes as bis-(cyclopentadienyl)ethylzirconium chloride (EtZrCp2Cl), a zirconium-organozinc complex, and bis-(cyclopentadienyl)diethylzirconium (Et2ZrCp2). It was also found that as a result of ligand exchange in zirconocene dichloride–diethylzinc bimetallic systems, the zirconium-organozinc complex is formed in minor amounts. An assessment of the thermodynamic stability of the obtained products is given based on the results of DFT analysis. The description of the NMR spectral data of the obtained organozirconium complexes is carried out.

Research paper thumbnail of CCDC 2009010: Experimental Crystal Structure Determination

Research paper thumbnail of Synthesis and structure determination of diastereomeric carbapenems in the AdNE-reaction of (±)-4,4-dimethyl-3-mercaptodihydrofuran-2(3H)-one with chiral carbapenem enol phosphate

Arkivoc, 2021

Incorporation of a γ-lactone ring into the structure of carbapenems is considered as a potential ... more Incorporation of a γ-lactone ring into the structure of carbapenems is considered as a potential "trap" for metallo-β-lactamases that destructively act on carbapenems. New carbapenems containing a (±)-4,4-dimethyl-3-mercaptodihydrofuran-2(3H)-one fragment at C 3 have been synthesized. On chromatographing a mixture of the diastereomeric carbapenems on a column with silica gel deactivated with NEt3, a change of the ratio of isomers occurs. The remaining enantiomerically enriched (3S)-4,4-dimethyl-3-mercaptodihydrofuran-2(3H)-one with 20 .

Research paper thumbnail of First Synthesis of 2,9-Disubstituted cis-2,3a,7b,9,10a,14b- Hexaazaperhydrodibenzotetracenes

Synlett, 2018

The first synthesis of 2,9-disubstituted cis-2,3а,7b,9,10a,14b-hexaazaperhydrodibenzotetracenes h... more The first synthesis of 2,9-disubstituted cis-2,3а,7b,9,10a,14b-hexaazaperhydrodibenzotetracenes has been accomplished through intermolecular heterocyclization of N,N-bis(methoxymethyl)alkylamines with cis-1,6,7,12-tetraazaperhydrotetracene in the presence of SmCl3·6H2O catalyst or by recyclization of 1,3,5-tricycloalkyl-1,3,5-triazinanes with cis-1,6,7,12-tetraazaperhydrotetracene in the presence of NiCl2·6H2O catalyst. The structures were established by 1D (1H, and 13C) and 2D (HSQC, HMBC, COSY, NOESY) NMR spectroscopy, MALDI TOF/TOF mass spectrometry, and X-ray diffraction analyses.

Research paper thumbnail of ChemInform Abstract: Synthesis of α-Tocopherol Analogues with Unsaturated Side Chain and Their Transformation into the Corresponding Chromans with ω-Functionalized Side Chain

ChemInform, 2010

ChemInform Abstract Das Phenylmercaptomethyl-chromanol (IIIa) wird durch Kondensation des Hydroch... more ChemInform Abstract Das Phenylmercaptomethyl-chromanol (IIIa) wird durch Kondensation des Hydrochinons (I) mit dem Hydroxysulfid (II) in Gegenwart von B-trifluoridetherat synthetisiert. Sein Aoetyl-Derivat (IIIb) lässt sich mit N-Bromsuccinimid zum Chromansulfoxid IV) oxidieren, das als Gemisch der diastereoisomeren RR/SS-und SR/RS-Raoemate erhältlich ist. Dieses Gemisch unterwirft sich einer modifizierten Pummerer-Reaktion zum Monothioacetal (V), das bei Hydrolyse und Neuacetylierung in den bekannten o:-Tocopherolorläufer (VI) umgewandelt wird. α-Tocopherol (VIII) ist aus diesem wie bekannt durch Wittig-Reaktion mit Hexahydrofarnesyl-triphenylphosphoniumbromid (VII), anschliessende Hydrierung und Hydrolyse darstellbar. Bei Einsatz von (3R,7R)-(VII) entsteht (2RS,4'R,8')-(VIII).' Der Versuch, α-Tocopherol durch direkte Syntheseüber Alkylierung von 6-Methoxymethoxy-2,5,7,8-tetramethyl-2-phenylsulfonylmethyl+chroman mit Hexahydrofamesylbromid darzustellen, führt zur Ringöffnung und nachfolgender O-Alkylierung.

Research paper thumbnail of The first synthesis of spirocyclopentyl derivatives of lupane triterpenoids by radical nitrocyclization of C-2-diallyl substituted betulonates

Tetrahedron Letters, 2012

... 2. Yogeeswari, P.; Sriram, D. Current Medicinal Chemistry. 2005, 12, 657. 3. Mukherjee, R.; K... more ... 2. Yogeeswari, P.; Sriram, D. Current Medicinal Chemistry. 2005, 12, 657. 3. Mukherjee, R.; Kumar, V.; Srivastava, SK; Agarwal, SK; Burman, AC Anti-Cancer agents in Med. Chem. ... Acc. 1973, 28, 3, 213. 18. Raghavachari, K.; Binkley, JS; Seeger, R.; Pople, JAJ Chem. Phys. ...

Research paper thumbnail of Synthesis of 20-hydroxyecdysone oxime, its diacetonide, and their 14,15-anhydro derivatives

Russian Journal of Organic Chemistry, 2006

Research paper thumbnail of Phytoecdysteroids from the juice of Serratula coronata L. (Asteraceae)

Insect Biochemistry and Molecular Biology, 2002

Minor phytoecdysteroids-ajugasterone С 2-, 3-, and 11-acetates and calonysterone were isolated fo... more Minor phytoecdysteroids-ajugasterone С 2-, 3-, and 11-acetates and calonysterone were isolated for the first time from the Serratula coronata plant. Out of these, ajugasterone 11-acetate is new ecdysteroid.

Research paper thumbnail of Direct and Stereoselective Iron-Catalyzed Amidation of Binor-S with Alkyl and Aryl Cyanides in Water

Research paper thumbnail of Synthesis and Antidepressant Activity of 2-BROMO-1-(THIETAN-3-YL) IMIDAZOLE-4, 5-DICARBOXYLIC Acid Derivatives

International Journal of Pharmacy and Pharmaceutical Sciences

Objective: Synthesis of the salts and diylidenehydrazidеs of 2-bromo-1-(thietan-3-yl) imidazole-4... more Objective: Synthesis of the salts and diylidenehydrazidеs of 2-bromo-1-(thietan-3-yl) imidazole-4,5-dicarboxylic acid to evaluate the antidepressant activities.Methods: The structures of the synthesised compounds were confirmed by elemental analysis and 1Н NMR spectral data. The melting points of the compounds were determined on a Stuart SMP30 apparatus. The X-ray diffraction data for compound IIc were obtained at room temperature on a Xcalibur Gemini Еos. The antidepressant activity was investigated in the tail suspension and forced swimming tests. The locomotor activity and anxiety were studied in the open field test.Results: All synthesised compounds showed antidepressant activity after single intraperitoneal injection to male mice at doses equimolar to 10 mg/kg of imipramine. One of the compounds, 2-bromo-1-(thietan-3-yl) imidazole-4,5-dicarboxylic acid di[(4-hydroxy-3-methoxyphenyl) methylidenehydrazide], reduced the anxiety and decreased the locomotor activity at statistically...

Research paper thumbnail of Glycyrrhetinic acid derivatives as Zika virus inhibitors: Synthesis and antiviral activity in vitro

Bioorganic & Medicinal Chemistry

Research paper thumbnail of New norbornadiene-tethered fulleropyrrolidines

Research paper thumbnail of Base-determinant chemodivergent transformations of chiral 2,3-dibromopropanamide derivative

Research paper thumbnail of Hydroxy Derivatives of Poststerone and Its Nontrivial 13(14→8)-Abeo-analogues: Synthesis, Crystal Packing, and Intermolecular Hydrogen Bonds

Journal of Molecular Structure

Research paper thumbnail of Synthesis, Crystal Structure and Docking Studies as Potential Anti-Inflammatory Agents of Novel Antipyrine Sulfanyl Derivatives

Journal of Molecular Structure

Research paper thumbnail of Synthesis, structure, and antitumor activity of 2,9-disubstituted perhydro 2,3a,7b,9,10a,14b-hexaazadibenzotetracenes

RSC Advances

Catalytic methods for the synthesis of previously unknown 2,9-disubstituted 3bR*,7aR*,10bR*,14aR*... more Catalytic methods for the synthesis of previously unknown 2,9-disubstituted 3bR*,7aR*,10bR*,14aR*-cis-14c,14d-perhydro-2,3a,7b,9,10a,14b-hexaazadibenzotetracenes with pronounced antitumor activity have been developed.

Research paper thumbnail of ChemInform Abstract: Prostanoids. Part 48. Isomeric (.+-.)-11,12-Epoxycarbacyclins

ChemInform

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of ChemInform Abstract: Prostanoids. Part 40. Synthesis of (.+-.)-11,12-Anhydrocarbacyclins

ChemInform

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of ChemInform Abstract: Choline Esters of Alkylenebisphosphonic Acids

ChemInform

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.