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New type of 4,5-annelated bicyclic sydnone imines. Assessment of sydnone imines effectiveness as plant stress protectants. / Калганова, Наталия Владимировна; Соболева, Алена Вадимовна; Годовиков, Иван; Билова, Татьяна Евгеньевна; Фролов, Андрей; Wessjohann, Ludger A.; Черепанов, Илья Александрович.

в: Tetrahedron, Том 187, 134904, 15.11.2025.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Калганова, НВ, Соболева, АВ, Годовиков, И, Билова, ТЕ, Фролов, А, Wessjohann, LA & Черепанов, ИА 2025, 'New type of 4,5-annelated bicyclic sydnone imines. Assessment of sydnone imines effectiveness as plant stress protectants', Tetrahedron, Том. 187, 134904. https://doi.org/10.1016/j.tet.2025.134904

APA

Калганова, Н. В., Соболева, А. В., Годовиков, И., Билова, Т. Е., Фролов, А., Wessjohann, L. A., & Черепанов, И. А. (2025). New type of 4,5-annelated bicyclic sydnone imines. Assessment of sydnone imines effectiveness as plant stress protectants. Tetrahedron, 187, [134904]. https://doi.org/10.1016/j.tet.2025.134904

Vancouver

Калганова НВ, Соболева АВ, Годовиков И, Билова ТЕ, Фролов А, Wessjohann LA и пр. New type of 4,5-annelated bicyclic sydnone imines. Assessment of sydnone imines effectiveness as plant stress protectants. Tetrahedron. 2025 Нояб. 15;187. 134904. https://doi.org/10.1016/j.tet.2025.134904

Author

Калганова, Наталия Владимировна ; Соболева, Алена Вадимовна ; Годовиков, Иван ; Билова, Татьяна Евгеньевна ; Фролов, Андрей ; Wessjohann, Ludger A. ; Черепанов, Илья Александрович. / New type of 4,5-annelated bicyclic sydnone imines. Assessment of sydnone imines effectiveness as plant stress protectants. в: Tetrahedron. 2025 ; Том 187.

BibTeX

@article{7dd3d6acce8c4790aa8d987b67df4ae1,
title = "New type of 4,5-annelated bicyclic sydnone imines. Assessment of sydnone imines effectiveness as plant stress protectants",
abstract = "We report the multistep synthesis of a new array of 4,5-annelated bicyclic sydnone imine – (6-cyano-1-substituted-[1,2,3]oxadiazolo[5,4-b]pyridin-1-ium-5-yl)amide hydrochlorides. These bicyclic compounds are featured with the mesomeric charge spread out over the two fused aromatic fragments. Thus, these molecules can be considered as a new type of sydnone imine. The molecular structures of the bicyclic compounds were investigated in detail by X-ray and 1H, 13C, and 15N NMR studies. In addition, the characterization of these compounds and their synthetic intermediaries was undertaken to ascertain their effectiveness as potential plant stress protectants or herbicides.",
keywords = "bicyclic sydnone imines, mesoionic compounds, plant protectant, herbicide, phytoeffector, Bicyclic sydnone imines, Herbicide, Mesoionic compounds, Phytoeffector, Plant protectant",
author = "Калганова, {Наталия Владимировна} and Соболева, {Алена Вадимовна} and Иван Годовиков and Билова, {Татьяна Евгеньевна} and Андрей Фролов and Wessjohann, {Ludger A.} and Черепанов, {Илья Александрович}",
year = "2025",
month = nov,
day = "15",
doi = "10.1016/j.tet.2025.134904",
language = "English",
volume = "187",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - New type of 4,5-annelated bicyclic sydnone imines. Assessment of sydnone imines effectiveness as plant stress protectants

AU - Калганова, Наталия Владимировна

AU - Соболева, Алена Вадимовна

AU - Годовиков, Иван

AU - Билова, Татьяна Евгеньевна

AU - Фролов, Андрей

AU - Wessjohann, Ludger A.

AU - Черепанов, Илья Александрович

PY - 2025/11/15

Y1 - 2025/11/15

N2 - We report the multistep synthesis of a new array of 4,5-annelated bicyclic sydnone imine – (6-cyano-1-substituted-[1,2,3]oxadiazolo[5,4-b]pyridin-1-ium-5-yl)amide hydrochlorides. These bicyclic compounds are featured with the mesomeric charge spread out over the two fused aromatic fragments. Thus, these molecules can be considered as a new type of sydnone imine. The molecular structures of the bicyclic compounds were investigated in detail by X-ray and 1H, 13C, and 15N NMR studies. In addition, the characterization of these compounds and their synthetic intermediaries was undertaken to ascertain their effectiveness as potential plant stress protectants or herbicides.

AB - We report the multistep synthesis of a new array of 4,5-annelated bicyclic sydnone imine – (6-cyano-1-substituted-[1,2,3]oxadiazolo[5,4-b]pyridin-1-ium-5-yl)amide hydrochlorides. These bicyclic compounds are featured with the mesomeric charge spread out over the two fused aromatic fragments. Thus, these molecules can be considered as a new type of sydnone imine. The molecular structures of the bicyclic compounds were investigated in detail by X-ray and 1H, 13C, and 15N NMR studies. In addition, the characterization of these compounds and their synthetic intermediaries was undertaken to ascertain their effectiveness as potential plant stress protectants or herbicides.

KW - bicyclic sydnone imines

KW - mesoionic compounds

KW - plant protectant

KW - herbicide

KW - phytoeffector

KW - Bicyclic sydnone imines

KW - Herbicide

KW - Mesoionic compounds

KW - Phytoeffector

KW - Plant protectant

UR - https://www.mendeley.com/catalogue/87597bc9-4313-3408-bf58-5951710d6e5a/

U2 - 10.1016/j.tet.2025.134904

DO - 10.1016/j.tet.2025.134904

M3 - Article

VL - 187

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

M1 - 134904

ER -

ID: 140385938