Andrei Budruev | Lobachevsky State University of Nizhni Novgorod (original) (raw)
Papers by Andrei Budruev
pH and thermoosensitive hydrogels based on chitosan crossslinked with terephthaloyl diazide were ... more pH and thermoosensitive hydrogels based on chitosan crossslinked with terephthaloyl diazide were synthesized. A new formulation of the polysaccharide modified with taxifolin (dihydroquercetin) was obtained by nucleophylic addition reaction resulting in the formation of urea and urethane bonds with a 1,4-phenylenediamine spacer. Sustained release of the effective agent (flavonoid) upon action of trypsin, which is one of the enzymes of the gastrointestinal tract, was observed.
This microreview summarizes data published over the past 10 years devoted to the synthesis of sub... more This microreview summarizes data published over the past 10 years devoted to the synthesis of substituted 2,1-benzisoxazoles. The major synthetic approaches aim at increasing either the electrophilicity or nucleophilicity of ortho substituents or other substrates. Ortho-substituted aryl azides, anilines, nitroso- and nitrobenzenes were used as starting compounds.
![Research paper thumbnail of Фотохимический синтез 6-замещенных 12-оксо-6,12-дигидроазепино[2,1-b]хиназолинов](https://attachments.academia-assets.com/49442868/thumbnails/1.jpg)
](Предложен метод синтеза 6–замещенных 12-оксо-6,12-дигидроазепино[2,1-b]хиназолинов фотоинициирова... more Предложен метод синтеза 6–замещенных 12-оксо-6,12-дигидроазепино[2,1-b]хиназолинов фотоинициированной реакцией орто-замещенных арилазидов с 2-аминобензоатом натрия. Последовательный процесс аннулирования хиназолинового цикла к азепиновому происходит при нуклеофильном присоединении амина к циклическому кетенимину, генерированному фотолизом арилазида, и при последующей внутримолекулярной конденсации промежуточного продукта
Solvents were purified by methods described in [1]. UV-vis spectra were recorded on an Analytik J... more Solvents were purified by methods described in [1]. UV-vis spectra were recorded on an Analytik Jena Specord 40 spectrophotometer. Mass spectra were recorded on a Thermo Electron Trace GC Ultra/DSQ II (GC-MS). 1 H and 13 C NMR spectra were recorded on a Varian 400 MR NMR spectrometer. Chemical shifts (δ) are reported in ppm relative to the residual solvent peak (CDCl 3 : 7.26 ppm for 1 H and 77.16 ppm for 13 C; DMSO-d 6 : 2.50 ppm for 1 H and 29.84 ppm for 13 C).
The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-ben... more The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation and photolysis of 2-azidobenzoate anions.
Proceedings of The 17th International Electronic Conference on Synthetic Organic Chemistry, 2013
To create a durable bioactive coating we tested the effectiveness of the photochemical surface mo... more To create a durable bioactive coating we tested the effectiveness of the photochemical surface modification of polyethylene terephthalate (PET) by bifunctional dyes of the phenothiazine series and selected the optimal conditions of the process. For that purpose a series of the bifunctional photosensitizers containing aryl azide group forming covalent bonds with the polymer matrix under UV and generating singlet oxygen under visible light exposure was synthesized.
Исследована фотохимическая модификация поверхности полиэтилентерефталата (РЕТ) рядом синтезирован... more Исследована фотохимическая модификация поверхности полиэтилентерефталата (РЕТ) рядом синтезированных амидов толуидинового синего О (ТВО) с 2-, 3- и 4-азидобензойными кислотами. При сравнении спектров поглощения пленок РЕТ до и после фотохимической модификации установлено, что наиболее эффективным модификатором является ТВО 4-азидобензоат с концентра? цией 1 × 10–3 М, наименее – ТВО 3-азидобензоат. Это, очевидно, связанно с частичной стабилизацией и увеличением времени жизни 2- и 4-замещенных арилнитренов за счет сопряжения и смещения электронной плотности с нитрена на электроноакцепторный заместитель. Увеличение времени его жизни приводит к увеличению вероятности бимолекулярных реакций и, следовательно, эффективному внедрению в С=О связь полимерной матрицы.
Исследована реакция нуклеофильного замещения азидной группы ацилазидов вторичными аминами в прису... more Исследована реакция нуклеофильного замещения азидной группы ацилазидов вторичными аминами в присутствии ацетата меди(II). Обнаружено образование в ходе реакции соответствующих амидов и азида меди(II). В ИК-спектрах продуктов реакции наблюдался сдвиг полосы поглощения валентных колебаний азидной группы, что объяснено промежуточным образованием комплекса ацилазида с аминным комплексом ацетата меди(II) и его распадом с образованием азида меди(II) и соответствующего амида. Характерный для ацетата меди(II) сине-зеленый цвет раствора в ходе реакции изменялся на коричневый цвет раствора азида меди(II).
Inorganic Materials, 2014
ABSTRACT We have studied optical characteristics of Er3+-, Ho3+-, and Yb3+-doped ZBLAN and TWL gl... more ABSTRACT We have studied optical characteristics of Er3+-, Ho3+-, and Yb3+-doped ZBLAN and TWL glasses. Their luminescence was excited at wavelengths of 975, 378, and 449 nm. The 975-nm radiation excited the Yb3+ (2F 7/2 → 2F 5/2), and the excitation energy was then transferred to the Er3+ and Ho3+. The short-wavelength excitation led to cross-relaxation processes: (4F 7/2, 2F 7/2) → (4I 11/2, 2F 5/2) for the Er3+-Yb3+ pair (378 nm) and (5F 3, 2F 7/2) → (5I 5, 2F 5/2) for the Ho3+-Yb3+ (449 nm). At the three excitation wavelengths, we observed green luminescence in the range 525–550 nm. Using the glasses studied here, we prepared thin colorless lacquer films potentially attractive for hidden information recording and hidden labeling of various objects and materials.
Химия высоких энергий, 2013
Химия высоких энергий, 2013
ABSTRACT Исследовано влияние добавок воды в апротонных растворителях на образование 3Н-азепин-2-о... more ABSTRACT Исследовано влияние добавок воды в апротонных растворителях на образование 3Н-азепин-2-он- 3-карбоновой кислоты и 2,1-бензизоксазол-3(1Н)-она при фотолизе 2-азидобензойной кислоты. Показано, что добавки нуклеофильных соединений в реакционную смесь определяют выходы не только продуктов расширения бензольного кольца – 3Н-азепинов, но и продукта внутримолекулярной циклизации 2,1-бензизоксазол-3(1Н)-она. В качестве объяснения влияния нуклеофильных соединений (воды, этанола и 2,1-бензизоксазол-3(1Н)-она) на выход продукта мономолекулярной реакции выдвинуто предположение об участии в ней образующегося 2,1-бензизоксазол-3(1Н)-она.
Russian Journal of Applied Chemistry, 2013
ABSTRACT Ceramic luminophors based on YF3 (Er, Yb) and LiYF4 (Er, Yb) solid solutions were obtain... more ABSTRACT Ceramic luminophors based on YF3 (Er, Yb) and LiYF4 (Er, Yb) solid solutions were obtained in the form of tablets by the solid-phase synthesis in the temperature range 800–1000°C. The synthesized luminophors can be used in the form of thin-film lacquer coats phosphorescing under the action of IR radiation, for recording hidden information, for defense of goods and securities, and for adjustment of IR lasers.
Journal of Solid State Chemistry, 2013
ABSTRACT Optical characteristics of new generation of tellurite glasses having high stability aga... more ABSTRACT Optical characteristics of new generation of tellurite glasses having high stability against crystallization have been studied. As the initial reagents for the glasses synthesis on the base of tellurium oxide (TeO2) there were used such oxides as WO3, MoO3, La2O3, Li2CO3, ZnO—Bi2O2CO3 and active components such as high purity Er2O3, Yb2O3, ErF3 and YbF3. Intensities of luminescence at 1.53 µm of the erbium ions were determined after excitation at 975 nm. Experimental data obtained have shown the possibility to use the studied glasses doped by Er3+ and Yb3+ as active elements for fiber and integrated optics. Graphical abstract In contrast to the case of ZBLAN glass the TeO2–WO3 (Er3+) glass has bright intensity of luminescence at 1.53 µm for erbium ions that should be caused by excitation at 975 nm. Experimental data obtained have shown the possibility to use the studied glasses doped by Er3+ and Yb3+ as active elements for fiber and integrated optics.
High Energy Chemistry, 2013
The urgent task of manufacturing polymer materials that are harmless to humans and easily utiliza... more The urgent task of manufacturing polymer materials that are harmless to humans and easily utilizable may be solved via design of hybrid products combining the useful properties of natural and synthetic polymers. Polymer-analogous transformations of the starting sub-strate offer promise as a way of modeling biopolymers with desired characteristics. Among naturally occurring polymers, chitosan [(poly(β-1,4-2-desoxy-2-amino D-glycopyranose)]— the product of deacetylation of chitin) has found wide use and there is a good probability that its areas of application will expand in the future owing to the presence of renewable sources of raw materials for its production [1]. Chitosan is characterized by a set of valuable properties, such as nontoxicity, biocompatibility with living tissue, capability for utilization in nature via biodegradation, and easiness of chemical modification. The latter strategy may be performed via two directions: through functional groups of glucosamine or via reduction in the molecular mass of chitosan so as to produce an oligomer soluble in water (pH ~ 7) [2, 3]. The goal of this study is to establish new potentialities inherent to the modification of chitosan and oligo-chitosan with unsaturated acrylic esters and heptadecyl isocyanate in polymer-analogous transformations in solutions and to compare the activities of functional groups of chitosan and oligochitosan in the reactions of interest. Another goal was to evaluate the reactivity of the end groups of oligochitosan in the solid phase and in solution. EXPERIMENTAL Chitosan samples with M = 8.0 × 10 4 were purchased from the Sonat Company (Moscow) and used without further purification (the degree of deacetylation was 82%, the weight fraction of insoluble substances was 0.25%, and the weight fraction of the dry residue after calcination was 0.3%). We also used ascorbic acid of reagent grade, a solution of hydrogen peroxide (30%) of analytical grade, DMSO as a solvent of PAN, turpentine oil as a precipitator of PAN, hydroxylamine hydrochloride of analytical grade, acetone of analytical grade, isopropyl alcohol (IPA), sodium hydroxide of reagent grade, and sodium nitrite. Monomers, namely, acrylonitrile (AN), octyl methacrylate (OMA), and eth-ylhexyl acrylate (EHA), were distilled before use (the content of the basic substances was no less than 98.9%). Solvents were prepared with glacial acetic acid of reagent grade. Azide stearate was prepared through diazotization of hydrazide and recrystallized from ace-tone. The molecular mass of chitosan samples was estimated by viscometry with the aid of an Ubbelohde vis-cometer at 21°ë in an aqueous solution of acetic acid (0.33 mol/l) containing NaCl (0.3 mol/l). The viscosity-average molecular mass M η was calculated via the equation [ η ] = , K = 3.41 × 10 –5 , and α = 1.01 [4]. Oligochitosan with M η = 8 × 10 3 was prepared via the rupture of the β-glucan bond of polyglucosamine under the action of radicals generated via the reaction of hydrogen peroxide and ascorbic acid [5]. Degradation was carried out at 21°ë. The invariability of the quantity of the main chain functional groups of chitosan was confirmed by the titration of amino groups, namely, the Abstract —It has been shown that the interaction of chitosan and oligochitosan with unsaturated acrylic esters via the nucleophilic addition mechanism and their condensation with heptadecyl isocyanate yield hydrophobic alkyl-containing derivatives of the above polymers. The method of modification of oligochitosan in reactions via end functional groups is developed.
The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-ben... more The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation and photolysis of 2-azidobenzoate anions.
The nucleophilic substitution of the azide group in acyl azides for secondary amines in the prese... more The nucleophilic substitution of the azide group in acyl azides for secondary amines in the presence of copper(II) acetate was studied. The formation of the corresponding amides and copper(II) azide in the course of the reaction was observed. The shift of the absorption band of stretching vibrations of the azide group was observed in the IR spectra of the reaction products, which could be explained by the intermediate formation of a complex of acyl azide with the amine complex of copper(II) acetate and by its decomposition to form copper(II) azide and the corresponding amide. A blue green color of the solution characteristic of copper(II) acetate changed in the course of the reaction to the brown color of a solution of copper(II) azide.
pH and thermoosensitive hydrogels based on chitosan crossslinked with terephthaloyl diazide were ... more pH and thermoosensitive hydrogels based on chitosan crossslinked with terephthaloyl diazide were synthesized. A new formulation of the polysaccharide modified with taxifolin (dihydroquercetin) was obtained by nucleophylic addition reaction resulting in the formation of urea and urethane bonds with a 1,4-phenylenediamine spacer. Sustained release of the effective agent (flavonoid) upon action of trypsin, which is one of the enzymes of the gastrointestinal tract, was observed.
This microreview summarizes data published over the past 10 years devoted to the synthesis of sub... more This microreview summarizes data published over the past 10 years devoted to the synthesis of substituted 2,1-benzisoxazoles. The major synthetic approaches aim at increasing either the electrophilicity or nucleophilicity of ortho substituents or other substrates. Ortho-substituted aryl azides, anilines, nitroso- and nitrobenzenes were used as starting compounds.
Предложен метод синтеза 6–замещенных 12-оксо-6,12-дигидроазепино[2,1-b]хиназолинов фотоинициирова... more Предложен метод синтеза 6–замещенных 12-оксо-6,12-дигидроазепино[2,1-b]хиназолинов фотоинициированной реакцией орто-замещенных арилазидов с 2-аминобензоатом натрия. Последовательный процесс аннулирования хиназолинового цикла к азепиновому происходит при нуклеофильном присоединении амина к циклическому кетенимину, генерированному фотолизом арилазида, и при последующей внутримолекулярной конденсации промежуточного продукта
Solvents were purified by methods described in [1]. UV-vis spectra were recorded on an Analytik J... more Solvents were purified by methods described in [1]. UV-vis spectra were recorded on an Analytik Jena Specord 40 spectrophotometer. Mass spectra were recorded on a Thermo Electron Trace GC Ultra/DSQ II (GC-MS). 1 H and 13 C NMR spectra were recorded on a Varian 400 MR NMR spectrometer. Chemical shifts (δ) are reported in ppm relative to the residual solvent peak (CDCl 3 : 7.26 ppm for 1 H and 77.16 ppm for 13 C; DMSO-d 6 : 2.50 ppm for 1 H and 29.84 ppm for 13 C).
The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-ben... more The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation and photolysis of 2-azidobenzoate anions.
Proceedings of The 17th International Electronic Conference on Synthetic Organic Chemistry, 2013
To create a durable bioactive coating we tested the effectiveness of the photochemical surface mo... more To create a durable bioactive coating we tested the effectiveness of the photochemical surface modification of polyethylene terephthalate (PET) by bifunctional dyes of the phenothiazine series and selected the optimal conditions of the process. For that purpose a series of the bifunctional photosensitizers containing aryl azide group forming covalent bonds with the polymer matrix under UV and generating singlet oxygen under visible light exposure was synthesized.
Исследована фотохимическая модификация поверхности полиэтилентерефталата (РЕТ) рядом синтезирован... more Исследована фотохимическая модификация поверхности полиэтилентерефталата (РЕТ) рядом синтезированных амидов толуидинового синего О (ТВО) с 2-, 3- и 4-азидобензойными кислотами. При сравнении спектров поглощения пленок РЕТ до и после фотохимической модификации установлено, что наиболее эффективным модификатором является ТВО 4-азидобензоат с концентра? цией 1 × 10–3 М, наименее – ТВО 3-азидобензоат. Это, очевидно, связанно с частичной стабилизацией и увеличением времени жизни 2- и 4-замещенных арилнитренов за счет сопряжения и смещения электронной плотности с нитрена на электроноакцепторный заместитель. Увеличение времени его жизни приводит к увеличению вероятности бимолекулярных реакций и, следовательно, эффективному внедрению в С=О связь полимерной матрицы.
Исследована реакция нуклеофильного замещения азидной группы ацилазидов вторичными аминами в прису... more Исследована реакция нуклеофильного замещения азидной группы ацилазидов вторичными аминами в присутствии ацетата меди(II). Обнаружено образование в ходе реакции соответствующих амидов и азида меди(II). В ИК-спектрах продуктов реакции наблюдался сдвиг полосы поглощения валентных колебаний азидной группы, что объяснено промежуточным образованием комплекса ацилазида с аминным комплексом ацетата меди(II) и его распадом с образованием азида меди(II) и соответствующего амида. Характерный для ацетата меди(II) сине-зеленый цвет раствора в ходе реакции изменялся на коричневый цвет раствора азида меди(II).
Inorganic Materials, 2014
ABSTRACT We have studied optical characteristics of Er3+-, Ho3+-, and Yb3+-doped ZBLAN and TWL gl... more ABSTRACT We have studied optical characteristics of Er3+-, Ho3+-, and Yb3+-doped ZBLAN and TWL glasses. Their luminescence was excited at wavelengths of 975, 378, and 449 nm. The 975-nm radiation excited the Yb3+ (2F 7/2 → 2F 5/2), and the excitation energy was then transferred to the Er3+ and Ho3+. The short-wavelength excitation led to cross-relaxation processes: (4F 7/2, 2F 7/2) → (4I 11/2, 2F 5/2) for the Er3+-Yb3+ pair (378 nm) and (5F 3, 2F 7/2) → (5I 5, 2F 5/2) for the Ho3+-Yb3+ (449 nm). At the three excitation wavelengths, we observed green luminescence in the range 525–550 nm. Using the glasses studied here, we prepared thin colorless lacquer films potentially attractive for hidden information recording and hidden labeling of various objects and materials.
Химия высоких энергий, 2013
Химия высоких энергий, 2013
ABSTRACT Исследовано влияние добавок воды в апротонных растворителях на образование 3Н-азепин-2-о... more ABSTRACT Исследовано влияние добавок воды в апротонных растворителях на образование 3Н-азепин-2-он- 3-карбоновой кислоты и 2,1-бензизоксазол-3(1Н)-она при фотолизе 2-азидобензойной кислоты. Показано, что добавки нуклеофильных соединений в реакционную смесь определяют выходы не только продуктов расширения бензольного кольца – 3Н-азепинов, но и продукта внутримолекулярной циклизации 2,1-бензизоксазол-3(1Н)-она. В качестве объяснения влияния нуклеофильных соединений (воды, этанола и 2,1-бензизоксазол-3(1Н)-она) на выход продукта мономолекулярной реакции выдвинуто предположение об участии в ней образующегося 2,1-бензизоксазол-3(1Н)-она.
Russian Journal of Applied Chemistry, 2013
ABSTRACT Ceramic luminophors based on YF3 (Er, Yb) and LiYF4 (Er, Yb) solid solutions were obtain... more ABSTRACT Ceramic luminophors based on YF3 (Er, Yb) and LiYF4 (Er, Yb) solid solutions were obtained in the form of tablets by the solid-phase synthesis in the temperature range 800–1000°C. The synthesized luminophors can be used in the form of thin-film lacquer coats phosphorescing under the action of IR radiation, for recording hidden information, for defense of goods and securities, and for adjustment of IR lasers.
Journal of Solid State Chemistry, 2013
ABSTRACT Optical characteristics of new generation of tellurite glasses having high stability aga... more ABSTRACT Optical characteristics of new generation of tellurite glasses having high stability against crystallization have been studied. As the initial reagents for the glasses synthesis on the base of tellurium oxide (TeO2) there were used such oxides as WO3, MoO3, La2O3, Li2CO3, ZnO—Bi2O2CO3 and active components such as high purity Er2O3, Yb2O3, ErF3 and YbF3. Intensities of luminescence at 1.53 µm of the erbium ions were determined after excitation at 975 nm. Experimental data obtained have shown the possibility to use the studied glasses doped by Er3+ and Yb3+ as active elements for fiber and integrated optics. Graphical abstract In contrast to the case of ZBLAN glass the TeO2–WO3 (Er3+) glass has bright intensity of luminescence at 1.53 µm for erbium ions that should be caused by excitation at 975 nm. Experimental data obtained have shown the possibility to use the studied glasses doped by Er3+ and Yb3+ as active elements for fiber and integrated optics.
High Energy Chemistry, 2013
The urgent task of manufacturing polymer materials that are harmless to humans and easily utiliza... more The urgent task of manufacturing polymer materials that are harmless to humans and easily utilizable may be solved via design of hybrid products combining the useful properties of natural and synthetic polymers. Polymer-analogous transformations of the starting sub-strate offer promise as a way of modeling biopolymers with desired characteristics. Among naturally occurring polymers, chitosan [(poly(β-1,4-2-desoxy-2-amino D-glycopyranose)]— the product of deacetylation of chitin) has found wide use and there is a good probability that its areas of application will expand in the future owing to the presence of renewable sources of raw materials for its production [1]. Chitosan is characterized by a set of valuable properties, such as nontoxicity, biocompatibility with living tissue, capability for utilization in nature via biodegradation, and easiness of chemical modification. The latter strategy may be performed via two directions: through functional groups of glucosamine or via reduction in the molecular mass of chitosan so as to produce an oligomer soluble in water (pH ~ 7) [2, 3]. The goal of this study is to establish new potentialities inherent to the modification of chitosan and oligo-chitosan with unsaturated acrylic esters and heptadecyl isocyanate in polymer-analogous transformations in solutions and to compare the activities of functional groups of chitosan and oligochitosan in the reactions of interest. Another goal was to evaluate the reactivity of the end groups of oligochitosan in the solid phase and in solution. EXPERIMENTAL Chitosan samples with M = 8.0 × 10 4 were purchased from the Sonat Company (Moscow) and used without further purification (the degree of deacetylation was 82%, the weight fraction of insoluble substances was 0.25%, and the weight fraction of the dry residue after calcination was 0.3%). We also used ascorbic acid of reagent grade, a solution of hydrogen peroxide (30%) of analytical grade, DMSO as a solvent of PAN, turpentine oil as a precipitator of PAN, hydroxylamine hydrochloride of analytical grade, acetone of analytical grade, isopropyl alcohol (IPA), sodium hydroxide of reagent grade, and sodium nitrite. Monomers, namely, acrylonitrile (AN), octyl methacrylate (OMA), and eth-ylhexyl acrylate (EHA), were distilled before use (the content of the basic substances was no less than 98.9%). Solvents were prepared with glacial acetic acid of reagent grade. Azide stearate was prepared through diazotization of hydrazide and recrystallized from ace-tone. The molecular mass of chitosan samples was estimated by viscometry with the aid of an Ubbelohde vis-cometer at 21°ë in an aqueous solution of acetic acid (0.33 mol/l) containing NaCl (0.3 mol/l). The viscosity-average molecular mass M η was calculated via the equation [ η ] = , K = 3.41 × 10 –5 , and α = 1.01 [4]. Oligochitosan with M η = 8 × 10 3 was prepared via the rupture of the β-glucan bond of polyglucosamine under the action of radicals generated via the reaction of hydrogen peroxide and ascorbic acid [5]. Degradation was carried out at 21°ë. The invariability of the quantity of the main chain functional groups of chitosan was confirmed by the titration of amino groups, namely, the Abstract —It has been shown that the interaction of chitosan and oligochitosan with unsaturated acrylic esters via the nucleophilic addition mechanism and their condensation with heptadecyl isocyanate yield hydrophobic alkyl-containing derivatives of the above polymers. The method of modification of oligochitosan in reactions via end functional groups is developed.
The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-ben... more The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation and photolysis of 2-azidobenzoate anions.
The nucleophilic substitution of the azide group in acyl azides for secondary amines in the prese... more The nucleophilic substitution of the azide group in acyl azides for secondary amines in the presence of copper(II) acetate was studied. The formation of the corresponding amides and copper(II) azide in the course of the reaction was observed. The shift of the absorption band of stretching vibrations of the azide group was observed in the IR spectra of the reaction products, which could be explained by the intermediate formation of a complex of acyl azide with the amine complex of copper(II) acetate and by its decomposition to form copper(II) azide and the corresponding amide. A blue green color of the solution characteristic of copper(II) acetate changed in the course of the reaction to the brown color of a solution of copper(II) azide.