M. Nechaev - Academia.edu (original) (raw)

Papers by M. Nechaev

Research paper thumbnail of Polymerization of 5-Ethylidene-2-norbornene in the Presence of Pd–N-Heterocyclic Carbene Complexes with Phosphine and Pyridine Ligands

Polymer Science, Series B, 2020

The polymerization of commercial strained cycloalkene, 5-ethylidene-2-norbornene, in the presence... more The polymerization of commercial strained cycloalkene, 5-ethylidene-2-norbornene, in the presence of Pd-N-heterocyclic carbene complexes (two of which are synthesized for the first time) containing phosphine or pyridine ligands is studied. Upon activation with borate Na + [B(3,5-(CF 3) 2 C 6 H 3) 4)]-, the studied Pd complexes catalyze the polymerization of 5-ethylidene-2-norbornene according to the addition scheme. Polymerization proceeds selectively and involves only the endocyclic (norbornene) double bond of the monomer, while the exocyclic (ethylidene) double bond remains unaffected. Pd-N-heterocyclic carbene complexes with phosphine ligands are inactive in polymerization, while similar complexes with 3-chloropyridine ligands show a higher activity. Two new Pd complexes are synthesized.

Research paper thumbnail of Synthesis, Molecular, and Gas-Transport Properties of Homopolymers Based on 5-Ethylidene-2-norbornene and 5-Vinyl-2-norbornene

Polymer Science, Series C, 2019

Using the commercial derivative of norbornene-5-ethylidene-2-norbornene-a series of three isomeri... more Using the commercial derivative of norbornene-5-ethylidene-2-norbornene-a series of three isomeric homopolymers with different structure of the backbone is synthesized, and the effect of the chain structure on the gas-transport behavior of polynorbornenes is studied. The gas-transport characteristics of the polymers are presented together with data on the conformation properties of molecules of addition and metathesis polynorbornenes. The effect of the structure of side substituents on the equilibrium rigidity of addition polynorbornenes is confirmed by the example of poly(5-ethylidene-2-norbornene) and poly(5vinyl-2-norbornene).

Research paper thumbnail of Organometallic chemistry of new carbon materials. Structure and dynamic behavior of group 6 metal tricabonyl complexes of graphene and perforated graphene: a DFT study

New Journal of Chemistry, 2019

Low energy barriers are found for inter-ring haptotropic rearrangements on large PAH ligands.

Research paper thumbnail of ChemInform Abstract: New Heteroorganic Betaines Containing the (+)E15-C-E14-X(-) and (+)E15-C-E14(-) Structural Fragments (E15: P, As; E14: Si, Ge, Sn; X: C, S, O, NR)

Research paper thumbnail of ChemInform Abstract: Heteroorganic Betaines. Part 3. Reactions of Betaines Containing the +P-C-Si-S- Fragment

ChemInform, 2010

Heteroorganic Betaines. Part 4. Photolysis and Thermolysis of Betaines Containing the + P-C-Si-S ... more Heteroorganic Betaines. Part 4. Photolysis and Thermolysis of Betaines Containing the + P-C-Si-S − Structural Fragment.-Thermal and photolytic decomposition of betaines like (I) follows two main pathways: the Corey-Chaykovsky reaction pattern to give silathiirane intermediate (IX) or a retro-Wittig type reaction to generate silanethione intermediate (X). The former reaction is observed during photolysis of compound (I), and the silathiirane intermediate can be isolated as dimer (II) or trapped with acetone to give oxathiasilolane (XI). Under thermal reaction conditions both pathways are observed, the Corey-Chaykovsky reaction predominating at higher temperatures. Study of the reactions by means of NMR measurements shows the formation of various cyclic or acyclic as well as ionic Si/S-containing compounds.

Research paper thumbnail of Catalytic activity of palladium complexes with stable diaminocarbenes containing five-, six- and seven-membered rings in the Suzuki-Miyaura reaction

Russian Chemical Bulletin, 2014

A comparative study of catalytic activity of palladium complexes with N heterocyclic carbenes in ... more A comparative study of catalytic activity of palladium complexes with N heterocyclic carbenes in the Suzuki-Miyaura reaction was conducted. The studies were carried out for the complexes containing carbenes with five membered rings based on imidazole and imidazoline, and carbenes with expanded six and seven membered rings. The influence of the solvent nature, the base type, and the iodide ions on the catalytic activity of complexes was also examined.

Research paper thumbnail of Combustion behavior and physico-chemical properties of dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate (TKX-50)

Thermochimica Acta, 2015

The physico-chemical characterization (thermal decomposition under non-and isothermal conditions,... more The physico-chemical characterization (thermal decomposition under non-and isothermal conditions, enthalpy of formation, burning behavior and flame structure) of a new explosive dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate is detailed. Combustion studies have shown that TKX-50 burns slightly faster than HMX and approaches the burning rate of CL 20. The combustion of TKX-50 has been shown to obey mechanism with the leading reaction in the condensed phase. The rates of TKX-50 decomposition in both solid and liquid phases proved to be slightly higher than the corresponding rates of decomposition of RDX. Decomposition of TKX-50 is determined by decomposition of free hydroxylamine formed in the reaction of dissociation of the salt. An intermediate decomposition product is ammonium salt of 5,5′-bis(2-hydroxytetrazole), which further decomposes in the second stage at elevated temperatures. The enthalpy of formation of TKX-50 has been measured with the help of bomb calorimetry, however the resulting value is quite different from the enthalpy reported earlier.

Research paper thumbnail of Divalent silicon, germanium, and tin compounds with element—heteroatom bonds

Russian Chemical Bulletin, 2004

Organic chemistry Z 0200 Divalent Silicon, Germanium, and Tin Compounds with Element-Heteroatom B... more Organic chemistry Z 0200 Divalent Silicon, Germanium, and Tin Compounds with Element-Heteroatom Bonds-[principal results and trends in the chemistry of organic derivatives of the title divalent carbon-group elements, selected characteristics and data on synthesis and structure of new type of these compounds; 162 refs.].

Research paper thumbnail of Heteroorganic betaines. 8. Synthesis and structures of silicon- and germanium-containing organoarsenic betaines R13As+—CR2R3—EMe2—S– (E = Si, Ge)

The reactions of ylides R 1 3 As=CHR 2 with hexamethyl 2,4,6 trisila and hexamethyl 2,4,6 trigerm... more The reactions of ylides R 1 3 As=CHR 2 with hexamethyl 2,4,6 trisila and hexamethyl 2,4,6 trigermatrithiacyclohexanes afforded betaines R 1 3 As +-CHR 2-SiMe 2-S-(2) (R 1 = Et; R 2 = Ph (a), Me 3 Si (b); R 1 = R 2 = Ph (c)) and Et 3 As +-CH(SiMe 3)-GeMe 2-S-(3), respectively. Betaines 2a,b and 3 were characterized by multinuclear NMR spectroscopy. According to the X ray diffraction data, in the crystals the As +-C-E-Smain chain (E = Si or Ge) of molecules 2a,b and 3 adopts a twisted cis conformation due to strong intramolecular Coulomb interactions between the anionic and cationic centers. The equilib rium geometries of isolated molecules 2a and 3, which were calculated within the framework of the density functional theory (the PBE functional, the TZ2P basis set), are in qualitative agreement with the X ray data. In solutions, betaines 2a (in the absence of Li salts) and 2c (in the presence of LiBr) selectively decomposed according to the Corey-Chaykovsky reaction, which was accompanied by elimination of R 3 As and, probably, the intermediate formation of silathiirane. The subsequent transformation of the latter afforded 2,2,4,4 tetramethyl 5 phenyl 2,4 disila 1,3 dithiolane.

Research paper thumbnail of Развитие методологии современного селективного органического синтеза: получение функционализированных молекул с атомарной точностью

Russian Chemical Reviews, 2014

Research paper thumbnail of Initiation of ethylene polymerization on organoelement cations L2MMe+ (M = Ge, Sn) with intramolecular coordination bonds: a theoretical study

Russian Chemical Bulletin, 2008

The initiation of ethylene polymerization on L 2 MMe + cations (M = Ge, Sn; L = alkoxy, alkyl, ph... more The initiation of ethylene polymerization on L 2 MMe + cations (M = Ge, Sn; L = alkoxy, alkyl, phenoxyiminate, β diketonate) was studied by the PBE/TZ2P density functional method. It was found that ethylene insertion into the M-C bond of the L 2 MMe + cations is energetically favorable (ΔG 0 =-7.6-13.6 kcal mol-1). The calculated energy barriers to reactions lie in a wide range 39.8 to 75.6 kcal mol-1. The lowest energy barriers were obtained for tin cations bearing hexa and heptafluoroacetylacetonate substituents.

Research paper thumbnail of Развитие методологии современного селективного органического синтеза: получение функционализированных молекул с атомарной точностью

Russian Chemical Reviews, 2014

Research paper thumbnail of Polymerization of 5-Ethylidene-2-norbornene in the Presence of Pd–N-Heterocyclic Carbene Complexes with Phosphine and Pyridine Ligands

Polymer Science, Series B, 2020

The polymerization of commercial strained cycloalkene, 5-ethylidene-2-norbornene, in the presence... more The polymerization of commercial strained cycloalkene, 5-ethylidene-2-norbornene, in the presence of Pd-N-heterocyclic carbene complexes (two of which are synthesized for the first time) containing phosphine or pyridine ligands is studied. Upon activation with borate Na + [B(3,5-(CF 3) 2 C 6 H 3) 4)]-, the studied Pd complexes catalyze the polymerization of 5-ethylidene-2-norbornene according to the addition scheme. Polymerization proceeds selectively and involves only the endocyclic (norbornene) double bond of the monomer, while the exocyclic (ethylidene) double bond remains unaffected. Pd-N-heterocyclic carbene complexes with phosphine ligands are inactive in polymerization, while similar complexes with 3-chloropyridine ligands show a higher activity. Two new Pd complexes are synthesized.

Research paper thumbnail of Synthesis, Molecular, and Gas-Transport Properties of Homopolymers Based on 5-Ethylidene-2-norbornene and 5-Vinyl-2-norbornene

Polymer Science, Series C, 2019

Using the commercial derivative of norbornene-5-ethylidene-2-norbornene-a series of three isomeri... more Using the commercial derivative of norbornene-5-ethylidene-2-norbornene-a series of three isomeric homopolymers with different structure of the backbone is synthesized, and the effect of the chain structure on the gas-transport behavior of polynorbornenes is studied. The gas-transport characteristics of the polymers are presented together with data on the conformation properties of molecules of addition and metathesis polynorbornenes. The effect of the structure of side substituents on the equilibrium rigidity of addition polynorbornenes is confirmed by the example of poly(5-ethylidene-2-norbornene) and poly(5vinyl-2-norbornene).

Research paper thumbnail of Organometallic chemistry of new carbon materials. Structure and dynamic behavior of group 6 metal tricabonyl complexes of graphene and perforated graphene: a DFT study

New Journal of Chemistry, 2019

Low energy barriers are found for inter-ring haptotropic rearrangements on large PAH ligands.

Research paper thumbnail of ChemInform Abstract: New Heteroorganic Betaines Containing the (+)E15-C-E14-X(-) and (+)E15-C-E14(-) Structural Fragments (E15: P, As; E14: Si, Ge, Sn; X: C, S, O, NR)

Research paper thumbnail of ChemInform Abstract: Heteroorganic Betaines. Part 3. Reactions of Betaines Containing the +P-C-Si-S- Fragment

ChemInform, 2010

Heteroorganic Betaines. Part 4. Photolysis and Thermolysis of Betaines Containing the + P-C-Si-S ... more Heteroorganic Betaines. Part 4. Photolysis and Thermolysis of Betaines Containing the + P-C-Si-S − Structural Fragment.-Thermal and photolytic decomposition of betaines like (I) follows two main pathways: the Corey-Chaykovsky reaction pattern to give silathiirane intermediate (IX) or a retro-Wittig type reaction to generate silanethione intermediate (X). The former reaction is observed during photolysis of compound (I), and the silathiirane intermediate can be isolated as dimer (II) or trapped with acetone to give oxathiasilolane (XI). Under thermal reaction conditions both pathways are observed, the Corey-Chaykovsky reaction predominating at higher temperatures. Study of the reactions by means of NMR measurements shows the formation of various cyclic or acyclic as well as ionic Si/S-containing compounds.

Research paper thumbnail of Catalytic activity of palladium complexes with stable diaminocarbenes containing five-, six- and seven-membered rings in the Suzuki-Miyaura reaction

Russian Chemical Bulletin, 2014

A comparative study of catalytic activity of palladium complexes with N heterocyclic carbenes in ... more A comparative study of catalytic activity of palladium complexes with N heterocyclic carbenes in the Suzuki-Miyaura reaction was conducted. The studies were carried out for the complexes containing carbenes with five membered rings based on imidazole and imidazoline, and carbenes with expanded six and seven membered rings. The influence of the solvent nature, the base type, and the iodide ions on the catalytic activity of complexes was also examined.

Research paper thumbnail of Combustion behavior and physico-chemical properties of dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate (TKX-50)

Thermochimica Acta, 2015

The physico-chemical characterization (thermal decomposition under non-and isothermal conditions,... more The physico-chemical characterization (thermal decomposition under non-and isothermal conditions, enthalpy of formation, burning behavior and flame structure) of a new explosive dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate is detailed. Combustion studies have shown that TKX-50 burns slightly faster than HMX and approaches the burning rate of CL 20. The combustion of TKX-50 has been shown to obey mechanism with the leading reaction in the condensed phase. The rates of TKX-50 decomposition in both solid and liquid phases proved to be slightly higher than the corresponding rates of decomposition of RDX. Decomposition of TKX-50 is determined by decomposition of free hydroxylamine formed in the reaction of dissociation of the salt. An intermediate decomposition product is ammonium salt of 5,5′-bis(2-hydroxytetrazole), which further decomposes in the second stage at elevated temperatures. The enthalpy of formation of TKX-50 has been measured with the help of bomb calorimetry, however the resulting value is quite different from the enthalpy reported earlier.

Research paper thumbnail of Divalent silicon, germanium, and tin compounds with element—heteroatom bonds

Russian Chemical Bulletin, 2004

Organic chemistry Z 0200 Divalent Silicon, Germanium, and Tin Compounds with Element-Heteroatom B... more Organic chemistry Z 0200 Divalent Silicon, Germanium, and Tin Compounds with Element-Heteroatom Bonds-[principal results and trends in the chemistry of organic derivatives of the title divalent carbon-group elements, selected characteristics and data on synthesis and structure of new type of these compounds; 162 refs.].

Research paper thumbnail of Heteroorganic betaines. 8. Synthesis and structures of silicon- and germanium-containing organoarsenic betaines R13As+—CR2R3—EMe2—S– (E = Si, Ge)

The reactions of ylides R 1 3 As=CHR 2 with hexamethyl 2,4,6 trisila and hexamethyl 2,4,6 trigerm... more The reactions of ylides R 1 3 As=CHR 2 with hexamethyl 2,4,6 trisila and hexamethyl 2,4,6 trigermatrithiacyclohexanes afforded betaines R 1 3 As +-CHR 2-SiMe 2-S-(2) (R 1 = Et; R 2 = Ph (a), Me 3 Si (b); R 1 = R 2 = Ph (c)) and Et 3 As +-CH(SiMe 3)-GeMe 2-S-(3), respectively. Betaines 2a,b and 3 were characterized by multinuclear NMR spectroscopy. According to the X ray diffraction data, in the crystals the As +-C-E-Smain chain (E = Si or Ge) of molecules 2a,b and 3 adopts a twisted cis conformation due to strong intramolecular Coulomb interactions between the anionic and cationic centers. The equilib rium geometries of isolated molecules 2a and 3, which were calculated within the framework of the density functional theory (the PBE functional, the TZ2P basis set), are in qualitative agreement with the X ray data. In solutions, betaines 2a (in the absence of Li salts) and 2c (in the presence of LiBr) selectively decomposed according to the Corey-Chaykovsky reaction, which was accompanied by elimination of R 3 As and, probably, the intermediate formation of silathiirane. The subsequent transformation of the latter afforded 2,2,4,4 tetramethyl 5 phenyl 2,4 disila 1,3 dithiolane.

Research paper thumbnail of Развитие методологии современного селективного органического синтеза: получение функционализированных молекул с атомарной точностью

Russian Chemical Reviews, 2014

Research paper thumbnail of Initiation of ethylene polymerization on organoelement cations L2MMe+ (M = Ge, Sn) with intramolecular coordination bonds: a theoretical study

Russian Chemical Bulletin, 2008

The initiation of ethylene polymerization on L 2 MMe + cations (M = Ge, Sn; L = alkoxy, alkyl, ph... more The initiation of ethylene polymerization on L 2 MMe + cations (M = Ge, Sn; L = alkoxy, alkyl, phenoxyiminate, β diketonate) was studied by the PBE/TZ2P density functional method. It was found that ethylene insertion into the M-C bond of the L 2 MMe + cations is energetically favorable (ΔG 0 =-7.6-13.6 kcal mol-1). The calculated energy barriers to reactions lie in a wide range 39.8 to 75.6 kcal mol-1. The lowest energy barriers were obtained for tin cations bearing hexa and heptafluoroacetylacetonate substituents.

Research paper thumbnail of Развитие методологии современного селективного органического синтеза: получение функционализированных молекул с атомарной точностью

Russian Chemical Reviews, 2014