Chemistry and photochemistry of aromatic polyazides (high-energy materials) and high-spin nitrenes (organic magnets)

 

Recent research achievements:

• method of preparation and the first single-crystal X-ray diffraction characterization of tetraazido-substituted azines (Chem. Heterocycl. Compd. 2017)
• registration of the first W-band (95 GHz) EPR spectra of triplet, quintet and septet nitrenes (J. Chem. Phys. 2015)
• design of septet trinitrenes with unprecedentedly large magnetic anisotropy parameters (J. Chem. Phys. 2012,  J. Phys. Chem. A 2015)

124. Chapyshev S.V., Korchagin D.V., Ganin Yu.V., Ushakov E.N. // Synthesis, structure and properties of high-energy tetraazidopyridine-4-carbonitrile // Chem. Heterocycl. Compd. 2017, Vol.53, No.6/7, in press.

123. Chapyshev S.V., Korchagin D.V. // Synthesis, structure and properties of high-energy 4,6-diazido-N-(4,6-diazido-1,3,5-triazin-2-yl)-1,3,5-triazin-2-amine // Chem. Heterocycl. Compd. 2017, Vol.53, No.6/7, in press.

122. Korchagin D.V., Aldoshin S.M., Chernyak A.V., Chapyshev S.V. // Molecular and crystalline structure of 2,4,6-triazidopyrimidine and its chloro-substituted derivative // J. Struct. Chem. 2017, Vol.58, No.3, p.618-623. DOI: 10.1134/S0022476617030283

121. Chapyshev S.V., Korchagin D.V., Chernyak A.V., Aldoshin S.M. // Synthesis and structure of 3,4,5-triazidopyridine-2,6-dicarbonitrile possessing the record positive heat of formation // Mendeleev Commun. 2017, Vol.27, No.2, р.116-118. DOI: 10.1016/j.mencom.2017.02.003

120. Korsunskiy B.L., Nedel’ko V.V., Zakharov V.V., Chukanov N.V., Chervonnyi A.D., Larikova T.S., Chapyshev S.V. // Thermochemistry of evaporation and sublimation of 2,4,6-triazido-1,3,5-triazine // Propellants Explos. Pyrotech. 2017, Vol.42, No.2, p.123-125. DOI: 10.1002/prep.201600259

119. Chapyshev S.V., Chernyak A.V., Ushakov E.N. // ¹³C and ¹⁵N NMR spectra of high-energy polyazidocyanopyridines // Magn. Reson. Chem. 2017, Vol.55, No.2, p.99-105. DOI: 10.1002/mrc.4495

118. Nedel’ko V.V., Korsunskii B.L., Larikova T.S., Chapyshev S.V., Chukanov N.V., Shu Yuanjie // The thermal decomposition of 2,4,6-triazidopyrimidine in the melt // Russ. Chem. Bull. 2016, Vol.65, No.8, p.2068-2071. DOI: 10.1007/s11172-016-1554-1

117. Nedel’ko V.V., Korsunskii B.L., Larikova T.S., Chapyshev S.V., Chukanov N.V., Shu Yuantsze // The thermal decomposition of 2,4,6-triazidopyridine // Russ. J. Phys. Chem. B 2016, Vol.10, No.6, p.902-906. DOI: 10.1134/S1990793116080063

116. Korchagin D.V., Aldoshin S.M., Chapyshev S.V. // Single crystal X-ray diffraction studies of 2,4,6-triazidopyridine and its 3,5-dibromosubstituted derivative // J. Struct. Chem. 2016, Vol.57, No.6, p.1195-1202. DOI: 10.1134/S0022476616060202

115. Nedel’ko V.V., Korsunskii B.L., Larikova T.S., Chapyshev S.V., Chukanov N.V., Shu Yuantsze // The thermal decomposition of 2,4,6-triazido-1,3,5-triazine // Russ. J. Phys. Chem. B 2016, Vol.10, No.4, p.570-575. DOI: 10.1134/S1990793116040096

114. Yakushchenko I.K., Korchagin D.V., Chernyak A.V., Chapyshev S.V. // Synthesis and structure of 3,5-dinitro-N-(3,5-dinitrobenzoyl)benzamide // Mendeleev Commun. 2016, Vol.26, No.5, р.386-387. DOI: 10.1016/j.mencom.2016.09.006

113. Chapyshev S.V., Chernyak A.V., Yakushchenko I.K. // Chemoselective Staudinger-phosphite reaction on the azido groups of 2,4,6-triazido-3,5-dibromopyridine // J. Heterocycl. Chem. 2016, Vol.53, No.3, p.970-974. DOI: 10.1002/jhet2339

112. Chapyshev S.V. // Six-membered aromatic polyazides: synthesis and application // Molecules 2015, Vol.20, 19142-19171. DOI: 10.3390/molecules201019142

111. Akimov A., Masitov A., Korchagin D., Chapyshev S., Misochko E.., Savitsky A. // W-band EPR studies of high-spin nitrenes with large spin-orbit contribution to zero-field splitting // J. Chem. Phys. 2015, Vol.143, No.8, 084313. DOI: 10.1063/1.4929589

110. Chapyshev S.V., Ushakov E.N. // Tandem deprotonation/azide-tetrazole tautomerization of 2,6-diazido-N-nitro-1,3,5-triazin-2-amine in dimethylsulfoxide solutions: a theoretical study // Phys. Chem. Chem. Phys. 2015, Vol.17, p.17296-17300. DOI: 10.1039/c5cp02096d

109. Misochko E.Ya., Masitov A.A., Akimov A.V., Korchagin D.V., Chapyshev S.V. // Heavy atom effect on magnetic anisotropy of matrix-isolated monobromine substituted septet trinitrene // J. Phys. Chem. A 2015, Vol.119, No.11, p.2413-2419. DOI: 10.1021/jp508470m

108. Misochko E.Ya., Akimov A.V., Mazitov A. A., Korchagin D.V., Yakushchenko I.K., Chapyshev S.V. // Magnetic anisotropy parameters of matrix-isolated septet 1,3,5-trinitreno-2,4,6-tribromobenzene // Russ. Chem. Bull. 2015, Vol.64, No.1, p.87-91. DOI: 10.1007/s11172-015-0825-6

107. Chapyshev S.V., Ushakov E.N., Neuhaus P., Sander W. // Matrix isolation, zero-field splitting parameters, and photoreactions of 2,4,6-trinitrenopyrimidines // J. Org. Chem. 2014, Vol.79, No.13, p.6047-6053. DOI: 10.1021/jo500677g

106. Chapyshev S.V., Chernyak A.V. // Triazidation of 2,4,6-trifluorobenzenes // J. Fluorine Chem. 2013, Vol.156, p.303-306. DOI: 10.1016/j.jfluchem.2013.07.009

105. Chapyshev S.V., Ushakov E.N., Chernyak A.V. // ¹⁵N NMR spectra and reactivity of 2,4,6-triazidopyridines, 2,4,6-triazidopyrimidine and 2,4,6-triazido-striazine // Magn. Reson. Chem. 2013, Vol.51, No.9, p.562-568. DOI: 10.1002/mrc.3987

104. Misochko E.Ya., Akimov A.V., Masitov A. A., Korchagin D.V., Aldoshin S.M., Chapyshev S.V. // Matrix isolation ESR spectroscopy and magnetic anisotropy of D3h symmetric septet trinitrenes // J. Chem. Phys. 2013, Vol.138, No.20, 204317 (p.1-6). DOI: 10.1063/1.4807608

103. Chapyshev S.V., Korchagin D.V., Neuhaus P., Sander W. // High-spin intermediates of the photolysis of 2,4,6-triazido-3-chloro-5-fluoropyridine // Beilstein J. Org. Chem. 2013, Vol.9, p.733-742. DOI: 10.3762/bjoc.9.83

102. Kuzina, S.I., Tokarev S.V., Korchagin D.V., Kolpakov G.A., Khudyakov D.V., Chapyshev S.V., Mikhailov A.I., Nadtochenko V.A., Aldoshin S.M. // Molecular magnetic structures based on high-spin intermediates of low-temperature radiolysis of azido derivatives and possibilities of their use in undulator systems // Russ. Chem. Bull. 2013, Vol.62, No.2, p.255-264. DOI: 10.1007/s11172-013-0038-9

101. Misochko E.Ya., Akimov A.V., Mazitov A. A., Korchagin D.V., Chapyshev S.V. // Magnetic anisotropy parameters of matrix-isolated septet 1,3,5-trinitreno-2,4,6-trichlorobenzene // Russ. Chem. Bull. 2012, Vol.61, No.12, p.2218-2224. DOI: 10.1007/s11172-012-0315-z

100. Chapyshev S.V., Chernyak, A. V. // Synthesis of 2,4,6-triazidopyridine and its 3,5-diiodo derivative // Synthesis 2012, Vol.44, No.20, p.3158-3160. DOI: 10.1055/s-0032-1317147

99. Chapyshev S.V., Korchagin D.V., Budyka M.F., Gavrishova T.N., Neuhaus P., Sander W. // EPR studies on branched high-spin arylnitrenes // ChemPhysChem. 2012, Vol.13, No.11, p.2721-2728.

DOI: 10.1002/cphc.201200200

98. Misochko E.Ya., Akimov A.V., Masitov A. A., Korchagin D.V., Chapyshev S.V. // High-spin organic molecules with dominant spin-orbit contribution and unprecedentedly large magnetic anisotropy // J. Chem. Phys. 2012, Vol.137, No.6, 064308 (p.1-8). DOI: 10.1063/1.4724342

97. Finke C., Grote D., Seidel R.W., Chapyshev S.V., Sander W. // Matrix isolation and IR spectroscopic characterization of 3,5-difluoropyridyl-2,4,6-trinitrene // J. Phys. Org. Chem. 2012, Vol.25, No.6, p.486-492. DOI: 10.1002/poc.1943

96. Chapyshev S.V., Korchagin D.V.,Budyka M.F., Gavrishova T.N., Neuhaus P., Sander W. // Strain effects in electron spin resonance spectroscopy of quintet 2,6-bis(4’-nitrenophenyl)-4-phenylpyridine // J. Phys. Chem. A 2011, Vol.115, No.30, p.8419-8425. DOI: 10.1021/jp203038k

95. Chapyshev S.V. // Di- and triazidation of 3-chlorotetrafluoropyridine // J. Fluorine Chem. 2011, Vol.132, No.11, p.991-994

94. Chapyshev S.V. // Nitrene-carbene rearrangement in the photolysis of 2-azido-1,3,5-triazines in argon matrices // Russ. Chem. Bull. 2011, Vol.60, No.11, 2301-2305. DOI: 10.1007/s11172-011-0352-z

93. Chapyshev S.V., Korchagin D.V., Shilov G.V., Aldoshin S.M. // Synthesis and structure of 2,6-diazidotrichloropyridine-N-oxide // Russ. J. Org. Chem. 2011, Vol.47, No.9, p.1323-1328. DOI: 10.1134/S1070428011090119

92. Chapyshev S.V., Korchagin D.V., Shilov G.V., Aldoshin S.M. // Synthesis and structure of asymmetric 2,4,6-triazidopyridines // Chem. Heterocycl. Compd. 2011, Vol.47, No.7, p.817-825. DOI: 10.1007/s10593-011-0841-x

91. Chapyshev S.V. // Aromatic polyazides and high-spin nitrenes // Russ. Chem. Bull. 2011, Vol.60, No.7, p.1274-1285. DOI: 10.1007/s11172-011-0195-7

90. Chapyshev S.V. // Organic molecular magnetics from high-spin nitrenes // Modern Problems of Organic Chemistry 2011, Issue 15, p.117-134. ISSN 0371-2192.

89. Nedel’ko V.V., Korsunskii B.L., Larikova T.S., Mikhailov Yu.M., Chapyshev S.V., Chukanov N.V. // The thermal decomposition of azidopyridines // Russ. J. Phys. Chem. B 2011, Vol.5, No.2, p.244-249. DOI: 10.1134/S1990793111020229

88. Chapyshev S.V. // Synthesis of 2,4,6-triazidotoluene for use as photoaffinic and crosslinking agent // RU Patent 2430080 (2011); Chem. Abstr. 2011, Vol.155, 458250.

87. Chapyshev S.V. // Method for the synthesis of 2,5,8-triazido-sym-heptazine by azidation of trichloro analog// RU Patent 2423357 (2011); Chem. Abstr. 2011, Vol.155, 152569.

86. Chapyshev S.V. // 2,6-Diazido-3,5-dicyanopyridine and preparation method of thereof // RU Patent 2423350 (2011); Chem. Abstr. 2011, Vol.155, 181865.

85. Misochko E.Ya., Korchagin D.V., Bozhenko K.V., Chapyshev S.V., Aldoshin S.M. // A density functional theory study of the zero-field splitting in high-spin nitrenes // J. Chem. Phys. 2010, Vol.133, No.6, 064101(p.1-10). DOI: 10.1063/1.3474574

84. Chapyshev S.V., Neuhaus P., Grote D., Sander W. // Matrix isolation and magnetic parameters of septet 3,5-dicyanopyridyl-2,4,6-trinitrene  // J. Phys. Org. Chem. 2010, Vol.23, No.4, p.340-346. DOI: 10.1002/poc.1622

83. Chapyshev S.V., Misochko E.Ya., Akimov A.V., Dorokhov V.G., Neuhaus P., Grote D., Sander W. // Molecular structure and magnetic parameters of septet 2,4,6-trinitrenotoluene  // J. Org. Chem. 2009, Vol.74, No.19, p.7238-7244. DOI: 10.1021/jo9010848

82. Chapyshev S.V. // Selective reactions on the azido groups of aromatic polyazides // Synlett 2009, No.1, p.1-8. DOI: 10.1055/s-0028-1087479

81. Mikhailov Yu.M., Chapyshev S.V., Nedelko V.V. // Synthesis, thermal stability, heats of formation and explosive properties of cyano-substituted derivatives of di-, tri- and tetraazidopyridines // Russ. Chem. Bull. 2009, Vol.58, No.10, p.2097-2102. DOI: 10.1007/s11172-009-0286-x

80. Chapyshev S.V. // Assignment of signals in EPR spectra of axially symmetrical quintet dinitrenes // Russ. J. Phys. Chem. A 2009, Vol.83, No.2, p.254-259. DOI: 10.1134/S0036024409020186

79. Korchagin D.V., Bozhenko K.V., Chapyshev S.V., Aldoshin S.M. // A quantum-chemical study on the selectivity of photolysis of azido groups in 2,4,6-triazido-3,5-dichloropyridine // High Energy Chem. 2009, Vol.43, No.4, p.289-293. DOI: 10.1134/S0018143909040080

78. Chapyshev S.V., Grote D., Finke C., Sander W. // Matrix isolation and EPR spectroscopy of septet 3,5-difluoropyridyl-2,4,6-trinitrene  // J. Org. Chem. 2008, Vol.73, No.18, p.7045-7051. DOI: 10.1021/jo800425k

77. Misochko E.Ya., Akimov A.V., Chapyshev S.V. // High resolution EPR spectroscopy of septet 3,5-dichloropyridyl-2,4,6-trinitrene in solid argon. Fine-structure parameters of six electron-spin cluster // J. Chem. Phys. 2008, Vol.129, No.17, 174510(p.1-7). DOI: 10.1063/1.3005378

76. Misochko E.Ya., Akimov A.V., Chapyshev S.V. // High resolution EPR spectroscopy of quintet pyridyl-2,6-dinitrene in solid argon: magnetic properties and molecular structure // J. Chem. Phys. 2008, Vol.128, No.12, 124504(p.1-7). DOI: 10.1063/1.2840351

75. Kuzina S.I., Mikhailov A.I., Chapyshev S.V., Korchagin D.V., Shilov G.V., Aldoshin S.M. // Properties of quintet dinitrenes in 2,4,6-triazido-3,5-dichloropyridine crystals // Russ. J. Phys. Chem. A 2008, Vol.82, No.11, p.1870-1877. DOI: 10.1134/S0036024408110149

74. Chapyshev S.V., Lavitskii V.F., Akimov A.V., Misochko E.Ya., Shastin A.V., Korchagin D.V., Shilov G.V., Aldoshin S.M. // Photochemical generation of triplet-triplet nitrene pairs in crystals of aromatic diazides // Russ. Chem. Bull. 2008, Vol.57, No.3, p.524-535. DOI: 10.1007/s11172-008-0081-0

73. Budyka M.F., Skumatova N.V., Chapyshev S.V., Gavrishova T.N. // Low-temperature photolysis of azidostyrylquinolines // High Energy Chem. 2008, Vol.42, No.5, p.373-377. DOI: 10.1134/S001814390805007X

72. Kuzina S.I., Korchagin D.V., Shilov G.V., Chapyshev S.V., Mikhailov A.I., Aldoshin S.M. // Generation of quintet dinitrenes by low-temperature radiolysis of crystalline 2,4,6-triazido-3,5-dicyanopyridine  // Doklady Phys. Chem. 2008, Vol.418, Part 1, p.7-12. DOI: 10.1134/S001250160801003X

71. Aldoshin S.M., Korchagin D.V., Bozhenko K.V., Shilov G.V., Chapyshev S.V. // A study of molecular and crystalline structure of 2,4,6-triazido-3-chloro-5-trifluoromethylpyridine and the rotation barrier of the g-azido group around the С-N bond // Bull. Russ. Acad. Sci.: Physics 2008, Vol.72, No.9, p.1556-1561. DOI: 10.3103/S1062873808090025

70. Misochko E.Ya., Akimov A.V., Lavitskii V.F., Chapyshev S.V. // EPR spectroscopy of isolated in solid argon quintet 4-amino-3,5-dichloropyridyl-2,6-dinitrene // Russ. Chem. Bull. 2007, Vol.56, No.12, p.2364-2369. DOI: 10.1007/s11172-007-0376-6

69. Chapyshev S.V. // Nucleophilic replacement of the azido groups by amines in 2,4,6-triazido-3-chloro-5-cyanopyridine // Mendeleev Commun. 2007, Vol.17, No. 5, p.287-288.
DOI: 10.1016/j.mencom.2007.09.013

68. Chapyshev S.V., Kuzina S.I., Mikhailov A.I. // Generation of quintet dinitrenes by g-radiolysis of crystalline 2,4,6-triazido-3,5-dicyanopyridine // Mendeleev Commun. 2007, Vol.17, No. 4, p.207-208. DOI: 10.1016/j.mencom.2007.06.006

67. Kuznetsov A.Yu., Chapyshev S.V. // Synthesis of 7-pyridyl-substituted derivatives of 7-benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine // Chem. Heterocycl. Compd. 2007, Vol.43, No.10, p.1320-1324. DOI: 10.1007/s10593-007-0200-0

66. Kuznetsov A.Yu., Chapyshev S.V. // Synthesis of 7-aryl-substituted derivatives of 4-amino-2-pyrrolidin-1-yl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine // Chem. Heterocycl. Compd. 2007, Vol.43, No.9, p.1167-1173. DOI: 10.1007/s10593-007-0179-6

65. Kuznetsov A.Yu., Nam N.L., Chapyshev S.V. // Synthesis of pyrido[3,4-d]pyrimidines based on condensation of 1-benzyl-3-oxopiperidyl-4ethoxycarboxylate with morpholine-4-carboxamidine // Chem. Heterocycl. Compd. 2007, Vol.43, No.5, p.640-645. DOI: 10.1007/s10593-007-0100-3

64. Kuznetsov A.Yu., Chapyshev S.V., Nam N.L. // Synthesis of potential biologically active derivatives of tetrahydropyridopyrimidines // Izv. Timiryazev. Selskokhoz. Akademii 2007, No.3, p.103-108 (in Russian), ISSN 0021-342X; Chem. Abstr. 2008, V.150, 144404.

63. Korchagin D.V., Bozhenko K.V., Shilov G.V., Chapyshev S.V., Aldoshin S.M. // X-ray diffraction and quantum-chemical study of 2,4,6-triazido-3-chloro-5-trifluoromethylpyridine // Vestnik Voronezh Gos. Techn. Univer. 2007, Vol.3, No.8, p.28-30 (in Russian). ISSN 1729-6501.

62. Kuzina S.I., Mikhailov A.I., Chapyshev S.V. // Radiolysis and photolysis of crystalline 2,4,6-triazido-3,5-dichloropyridine: generation of quintet dinitrenes // High Energy Chem. 2007, Vol.41, No.4, p.245-250. DOI: 10.1134/S0018143907040054

61. Kuzina S.I., Mikhailov A.I., Chapyshev S.V. // Effect of microwave radiation on the magnetic properties of quintet dinitrenes // Doklady Phys. Chem. 2007, Vol.412, Part.2, p.34-37. DOI: 10.1134/S0012501607020042

60. Morgunov R.B., Berdinskii V.L., Kirman M.V., Tanimoto Y., Chapyshev S.V. // Photochemical magnetism of crystalline 2,4,6-triazido-3,5-dichloropyridine // High Energy Chem. 2007, Vol.41, No.1, p.33-36. DOI: 10.1134/S0018143907010079

59. Kuznetsov A.Yu., Chapyshev S.V., Nam N.L. // Synthesis of 2-pyridyl substituted derivatives of tetrahydro-pyridopyrimidines // Izv. Timiryazev. Selskokhoz. Akademii 2006, No.4, p.134-138 (in Russian), ISSN 0021-342X; Chem. Abstr. 2007, V.148, 11172.

58. Kuznetsov A.Yu., Nam N.L., Chapyshev S.V. // Synthesis of 7-aryl-substituted derivatives of tetrahydro-pyridopyrimidines // Izv. Timiryazev. Selskokhoz. Akademii 2006, No.3, p.90-97 (in Russian), ISSN 0021-342X; Chem. Abstr. 2007, V.148, 168658.

57. Kuznetsov A.Yu., Kholopov Yu.A., Chapyshev S.V., Nam N.L. // Synthesis of 7-amino-substituted derivatives of tetrahydropyridopyrimidines // Izv. Timiryazev. Selskokhoz. Akademii 2006, No.2, p.119-125 (in Russian). ISSN 0021-342X.

56. Chapyshev S.V. // Photochemical synthesis and properties of quintet pyridyl-2,6-dinitrenes // Russ. Chem. Bull. 2006, Vol.55, No.9, p.1593–1597. DOI: 10.1007/s11172-006-0459-9

55. Chapyshev S.V. // Photochemical synthesis and EPR spectra of quintet m-phenylenedinitrenes // Russ. Chem. Bull. 2006, Vol.55, No.7, p.1126–1131. DOI: 10.1007/s11172-006-0388-7

54. Chapyshev S.V., Lahti P.M. // Zero-field splitting parameters of quintet 2,4-dinitrenopyridines // J. Phys. Org. Chem. 2006, Vol.19, No.10, p.637-641. DOI: 10.1002/poc.1106

53. Chapyshev S.V., Walton R., Serwinski P.R., Lahti P.M. // Quintet state electron spin resonance spectra of pyridyldinitrenes // J. Phys. Chem. A. 2004, Vol. 108, No.32, p.6643-6649. DOI: 10.1021/jp048764e

52. Chapyshev S.V., Tomioka H. // Characterization of aromatic compounds with two diradical centers // Nippon Kagakkai Koen Yokoshu 2004, Vol.84, No.2, p.789. ISSN 0285-7626.

51. Chapyshev S.V., Kartsev V.G. // 5-Aza-1-oxoisochroman-4-spirooxirane, 5-Aza-8-methyl-1-oxobenzo[g]-isochroman-4-spirooxirane // Oxygen- and Sulfur-Containing Heterocycles, Ed. Kartsev V.G., IBS Press, Moscow 2003, Vol.2, p.253.

50. Chapyshev S.V., Kartsev V.G. // 6- and 7-Nitro-1-oxoisochroman-4-spirooxiranes // Oxygen- and Sulfur-Containing Heterocycles, Ed. Kartsev V.G., IBS Press, Moscow 2003, Vol.2, p.252.

49. Chapyshev S.V., Tomioka H. // Photochemical transformations of quintet m-phenylenedinitrenes // Bull. Chem. Soc. Jpn. 2003, Vol.76, No.11, p.2075-2089. DOI: 10.1246/bcsj.76.2075

48. Chapyshev S.V. // Effect of spin density on the photochemical stability of aromatic nitrenes // Mendeleev Commun. 2003, Vol.13, No.2, р.53-55. DOI: 10.1070/MC2003v013n02ABEH001722

47. Chapyshev S.V. // Selective thermolysis of the azido groups of 2,4,6-triazidopyridines // Chem. Heterocycl. Compd. 2003, Vol.39, No.1, p.83-86. DOI: 10.1023/A:1023024826098

46. Chapyshev S.V. // Zero-field splitting parameters of triplet nitreno-s-triazines: a new insight into the geometry of the nitrene centres of triplet and singlet nitrenes // Mendeleev Commun. 2002, Vol.12, No.6, p.227-229. DOI: 10.1070/MC2002v012n06ABEH001683

45. Chapyshev S.V. // Electronic absorption spectra of quintet and septet pyridylnitrenes // Mendeleev Commun. 2002, Vol.12, No.5, p.168-170. DOI: 10.1070/MC2002v012n05ABEH001663

44. Chapyshev S.V. // 3-(2,6-Diazido-3,5-dichloropyridin-4-yl)-3-azatricyclo[3,2,1,02,4]octane and 4-azido-3,5-dichloro-2,6-bis(4’,5’-dimethoxycarbonyl-1H-1,2,3-triazol-1-yl)pyridine // Selected methods for synthesis and modification of heterocycles, Ed. Kartsev V.G., IBS Press, Moscow, 2002, Vol.1, p.487.

43. Chapyshev S.V., Serwinski P.R. // A new nitrene to carbene rearrangement upon the photolysis of 4-amino-2,6-diazido-3,5-dichloropyridine // Mendeleev Commun. 2001, Vol.11, No.3, p.92-94. DOI: 10.1070/MC2001v011n03ABEH001439

42. Chapyshev S.V., Platz M.S. // Selective reduction of the azido groups of 2,4,6-triazidopyridines // Mendeleev Commun. 2001, Vol.11, No.2, p.56-57. DOI: 10.1070/MC2001v011n02ABEH001412

41. Chapyshev S.V., Bonneau R. // Lifetime and reactivity of singlet tetrachloropyridyl-4-nitrene // Chem. Heterocycl. Compd. 2001, Vol.37, No.10, p.1203-1207. DOI: 10.1023/A:1013837224576

40. Chapyshev S.V., Wentrup C. // Properties of matrix isolated triplet tetrachloropyridyl-4-nitrene // Chem. Heterocycl. Compd. 2001, Vol.37, No.9, p.1119-1129. DOI: 10.1023/A:1013283817500

39. Chapyshev S.V. // Synthesis, thermolysis, and mass-spectrometry of perfluorinated di- and triazidopyridines // Chem. Heterocycl. Compd. 2001, Vol.37, No.8, p.968-975. DOI: 10.1023/A:1012783416802

38. Chapyshev S.V. // Regioselective cycloaddition of the dimethyl ester of acetylenedicarboxylic acid to 2,4,6-triazidopyridines // Chem. Heterocycl. Compd. 2001, Vol.37, No.7, p.861-866. DOI: 10.1023/A:1012451508449

37. Chapyshev S.V., Kuhn A., Wong M.W., Wentrup C. // Mono-, di- and trinitrenes in the pyridine series // J. Am. Chem. Soc. 2000, Vol.122, No.8, p.1572–1579. DOI: 10.1021/ja9931067

36. Chapyshev S.V., Walton R., Sanborn J.A., Lahti P.M. // Quintet and septet state systems based on pyridylnitrenes: effect of substitution on open-shell high-spin states // J. Am. Chem. Soc. 2000, Vol.122, No.8, p.1580–1588. DOI: 10.1021/ja993131c

35. Chapyshev S.V. // Regioselective and regiospecific cycloaddition of acetylenes to 2,4,6-triazido-pyridines // Chem. Heterocycl. Compd. 2000, Vol.36, No.11, p.1289-1299. DOI: 10.1023/A:1017519401153

34. Chapyshev S.V., Walton R., Lahti P.M. // Selective photolysis of the azido groups in 2,4-diazidopyridines // Mendeleev Commun. 2000, Vol.10, No.1, p. 7-9. DOI: 10.1070/MC2000v010n01ABEH001210

33. Chapyshev S.V., Walton R., Lahti P.M. // Effect of substitution on the yield of high-spin nitrenes in the photolysis of 2,6-diazidopyridines // Mendeleev Commun. 2000, Vol.10, No.3, p.114-115. DOI: 10.1070/MC2000v010n03ABEH001284

32. Chapyshev S.V., Walton R., Lahti P.M. // New type of quintet carbenonitrene system formed in the photolysis of 2,6-bis(4,5-dimethoxycarbonyl-3H-1,2,3-triazolo)-4-azido-3,5-dichloropyridine // Mendeleev Commun. 2000, Vol.10, No.4, p.138-139. DOI: 10.1070/MC2000v010n04ABEH001309

31. Chapyshev S.V., Walton R., Lahti P.M. // Orbital control in the selective photolysis of the azido groups of 2,4,6-triazidopyridines // Mendeleev Commun. 2000, Vol.10, No.5, p.187-188. DOI: 10.1070/MC2000v010n05ABEH001308

30. Chapyshev S.V. // Synthesis and regioselective cycloaddition reactions of 2,4,6-triazido-3,5-dichloropyridine // Mendeleev Commun. 1999, Vol.9, No.4, p.164-166. 
DOI: 10.1070/MC1999v009n04ABEH001129

29. Chapyshev S.V. // Selective derivatization of 2,4,6-triazidopyridines by the Staudinger reaction // Mendeleev Commun. 1999, Vol.9, No.4, p.166-167. DOI: 10.1070/MC1999v009n04ABEH001130

28. Chapyshev S.V. // Synthesis of 2,4,6-triazido-3,5-difluoropyridine // Chem. Heterocycl. Compd. 1999, Vol.35, No.5, p.632. DOI: 10.1007/BF02324053

27. Chapyshev S.V., Anisimov V.M. // Quantum-chemical study of the nature of regioselectivity in reactions of 2,4,6-triazidopyridines with tert-butylphosphaacetylene // Chem. Heterocycl. Compd. 1997, Vol.33, No.5, p.587–596. DOI: 10.1007/BF02291944

26. Chapyshev S.V., Anisimov V.M. // Stereo- and regioselective cycloaddition of norbornene to 2,4,6-triazidopyridines // Chem. Heterocycl. Compd. 1997, Vol.33, No.11, p.1315–1325. 
DOI: 10.1007/BF02320334

25. Chapyshev S.V., Bergstrasser U., Regitz M. // 1,3-Dipolar tris-cycloaddition of tert-butylphospha-acetylene to 2,4,6-triazido-3-chloro-5-cyanopyridine // Russ. Chem. Bull. 1996, Vol.45, No.1, p.242 –243. DOI: 10.1007/BF01433775

24. Chapyshev S.V., Bergstrasser U., Regitz M. // Effect of electronic factors on 1,3-dipolar cycloaddition of 2,4,6-triazidopyridines to tert-butylphosphaacetylene // Chem. Heterocycl. Compd. 1996, Vol.32, No.1, p.59–63. DOI: 10.1007/BF01169355

23. Chapyshev S.V., Ibata T. // New type of quinone – quinone complexation in the reaction of 2,5-dichloro-1,4-benzoquinone with morpholine under high pressure // Russ. Chem. Bull. 1996, Vol.45, No.1, p.469–470.  DOI: 10.1007/BF01433999

22. Chapyshev S.V., Nakano H., Ibata T. // Formal C – H insertion into benzene of diketocarbene generated by rhodium(II) catalysed decomposition of diazodimedone // Russ. Chem. Bull. 1996, Vol.45, No.1, p.471–473. DOI: 10.1007/BF01434000

21. Chapyshev S.V., Ibata T. // Cine-substitution in reactions of dichloro-1,4-benzoquinones with pyrrolidine // Russ. Chem. Bull. 1996, Vol.45, No.11, p.2561–2568. DOI: 10.1007/BF01431116

20. Sipyagin A.M., Kartsev V.G., Bogdanov G.N., Mikhalev O.V., Chapyshev S.V., Voronina G.N., Dobrokhotova O.V., Alemaskin S.G., Dobrokhotov V.G. // Method of preparing tetrachloropicolinic acid // SU Patent 1586132 (1996); Chem. Abstr., Vol. 126, 59869.

19. Chapyshev S.V. // New approach to the synthesis of 2,5-bis(alkylamino)-1,4-benzoquinones through the reactions of DDQ with aliphatic amines // Russ. Chem. Bull. 1994, Vol.43, No.2, p.323. DOI: 10.1007/BF00695845

18. Chapyshev S.V., Ibata T. // Intermediates in the reactions of chloranil and 2,6-dichloro-1,4-benzoquinone with pyrrolidine // Mendeleev Commun. 1994, Vol.4, No.3, p.109–110. DOI: 10.1070/MC1994v004n03ABEH000373

17. Chapyshev S.V., Ibata T. // Unexpected reaction of 2,5-dichloro-1,4-benzoquinone with pyrrolidine // Mendeleev Commun. 1994, Vol.4, No.4, p.150–152. DOI: 10.1070/MC1994v004n04ABEH000392

16. Chapyshev S.V., Chapysheva N.V. // Synthesis and properties of azido derivatives of 2- and 4-(arylamino)-5-cyanochloropyridines // Chem. Heterocycl. Compd. 1994, Vol.30, No.5, p.585–590. DOI: 10.1007/BF01169840

15. Chapyshev S.V. // Synthesis and regioselective cycloaddition of 2,4,6-triazido-3-chloro-5-cyanopyridine with norbornene // Chem. Heterocycl. Compd. 1993, Vol.29, No.12, p.1426–1427. DOI: 10.1007/BF00531405

14. Chapyshev S.V. // Synthesis of 2,4-dichloro-3-cyanopyrido[2,3-b][1,4]benzoxazine by cyclization of 3-cyanotetrachloropyridine with o-aminophenol // Chem. Heterocycl. Compd. 1993, Vol.29, No.11, p.1362–1363. DOI: 10.1007/BF00532042

13. Chapyshev S.V., Ibata T. // Synthesis of highly substituted pyridines through nucleophilic substitution of tetrachloro-3-cyanopyridine // Heterocycles 1993, Vol.36, No.10, p.2185-2190. DOI: 10.3987/COM-93-6387

12. Kartsev V.G., Chapyshev S.V., Zasedatelev S.Yu. // 2-[(2-Hydroxyphenyl)amino]-3,4,6-trichloro-5-cyanopyridine, showing antioxidant activity in thermal oxidative destruction of hydrocarbons and a method of its preparation // SU Patent 1768595 (1992), Chem. Abstr., Vol. 119, 249839.

11. Chapyshev S.V., Kartsev V.G. // New rearrangement in the o-(methoxycarbonyl)-w-diazoacetophenone series // Mendeleev Commun. 1992, Vol.2, No.1, p.8–10. DOI: 10.1070/MC1992v002n01ABEH000096

10. Chapyshev S.V. // Reactions of tetrachloro-3-cyanopyridine with anilines // Chem. Heterocycl. Compd. 1991, Vol.27, No.2, p.162– 166. DOI: 10.1007/BF00476750

9. Chapyshev S.V., Aliev Z.G., Kartsev V.G., Atovmyan L.O. // Synthesis and structure of 6- and 7-nitro-1-oxoisochromane-4-spirooxiranes // Chem. Heterocycl. Compd. 1989, Vol.25, No.10, p.1104–1107. DOI: 10.1007/BF00470685

8. Chapyshev S.V., Kartsev V.G. // Diazocarbonyl derivatives of heterocycles. 6. Intramolecular reactions of 2-(carbomethoxy)-3-(diazoacetyl)quinoline // Chem. Heterocycl. Compd. 1987, Vol.23, No.7, p.787–789. DOI: 10.1007/BF00475652

7. Chapyshev S.V., Kirkovsky L.I., Kartsev V.G. // Intramolecular acid-catalysed reactions of o-(methoxycarbonyl)-w-diazoacetophenones // Russ. Chem. Bull. 1987, Vol.36, No.4, p.765–770. DOI: 10.1007/BF00962316

6. Kirkovsky L.I., Chapyshev S.V. // Effect of anchimeric assistance on the isotope effect in the acid transformations of o-carbomethoxy-w-diazoacetophenones // Doklady Phys. Chem. 1986, Vol.291, No.4, p.477–480.

5. Chapyshev S.V., Kartsev V.G. // Synthesis of 6- and 7-nitro-1-oxoisochromane-4-spiro-2'-oxiranes // Chem. Heterocycl. Compd. 1984, Vol.20, No.2, p.250. DOI: 10.1007/BF0056297

4. Kartsev V.G., Chapyshev S.V., Yashina N.S., Petrosyan V.S. // New rearrangement in o-(methoxy-carbonyl)(diazoacetyl)pyridines // Chem. Heterocycl. Compd. 1983, Vol.19, No.6, p.688–689. DOI: 10.1007/BF00523094

3. Kartsev V.G., Chapyshev S.V., Sipyagin A.M., Yashina N.S., Petrosyan V.S. // Diazocarbonyl derivatives of heterocycles. 2. Reactions of pyridyl- and quinolyldicarboxylic acid anhydrides with diazomethane // Chem. Heterocycl. Compd. 1983, Vol.19, No. 8, p.886–889. DOI: 10.1007/BF00516457

2. Chapyshev S.V., Kartsev V.G., Sipyagin A.M. // Diazocarbonyl derivatives of heterocycles. 1. Diazoacetyl derivatives of pyridine and their acid transformations // Chem. Heterocycl. Compd. 1983, Vol.19, No.8, p.882–885. DOI: 10.1007/BF00516456

1. Chapyshev S.V., Kartsev V.G. // New rearrangement in the o-carbomethoxy(diazoacetyl)pyridines // Doklady Chem. 1983, Vol.272, No1, p.289–291.