Verdazyl Radical Building Blocks: Synthesis, Structure, and Sonogashira Cross-Coupling Reactions

Pavel V. Petunin; Ekaterina A. Martynko; Marina E. Trusova; Maxim S. Kazantsev; Tatyana V. Rybalova; Rashid R. Valiev; Mikhail N. Uvarov; Evgeny A. Mostovich; Pavel S. Postnikov

doi:10.1002/ejoc.201701783

Verdazyl Radical Building Blocks: Synthesis, Structure, and Sonogashira Cross-Coupling Reactions

Pavel V. Petunin, Ekaterina A. Martynko, Marina E. Trusova, Maxim S. Kazantsev, Tatyana V. Rybalova, Rashid R. Valiev, Mikhail N. Uvarov, Evgeny A. Mostovich, Pavel S. Postnikov

Результат исследования: Научные публикации в периодических изданиях › статья › рецензирование

14 Цитирования (Scopus)

Аннотация

A general and effective method for the synthesis of 3-phenylveradzyl radicals bearing a variety of iodophenyl substituents has been developed. The synthesized radicals have been characterized by ESR, UV/Vis spectroscopy, and cyclic voltammetry. Structures of biphenyl-substituted radicals have been solved by X-ray crystal structure analysis. The synthesized iodoverdazyls are applicable in the Sonogashira coupling reaction for the preparation of a wide range of ethynyl derivatives. Both N-2 and C-6 substituents were functionalized through Sonogashira coupling.

Язык оригинала	английский
Страницы (с-по)	4802-4811
Число страниц	10
Журнал	European Journal of Organic Chemistry
Том	2018
Номер выпуска	34
DOI	https://doi.org/10.1002/ejoc.201701783
Состояние	Опубликовано - 16 сент. 2018

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10.1002/ejoc.201701783

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title = "Verdazyl Radical Building Blocks: Synthesis, Structure, and Sonogashira Cross-Coupling Reactions",

abstract = "A general and effective method for the synthesis of 3-phenylveradzyl radicals bearing a variety of iodophenyl substituents has been developed. The synthesized radicals have been characterized by ESR, UV/Vis spectroscopy, and cyclic voltammetry. Structures of biphenyl-substituted radicals have been solved by X-ray crystal structure analysis. The synthesized iodoverdazyls are applicable in the Sonogashira coupling reaction for the preparation of a wide range of ethynyl derivatives. Both N-2 and C-6 substituents were functionalized through Sonogashira coupling.",

keywords = "Cross-coupling, Density functional calculations, Nitrogen heterocycles, Verdazyl radicals",

author = "Petunin, {Pavel V.} and Martynko, {Ekaterina A.} and Trusova, {Marina E.} and Kazantsev, {Maxim S.} and Rybalova, {Tatyana V.} and Valiev, {Rashid R.} and Uvarov, {Mikhail N.} and Mostovich, {Evgeny A.} and Postnikov, {Pavel S.}",

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Verdazyl Radical Building Blocks : Synthesis, Structure, and Sonogashira Cross-Coupling Reactions. / Petunin, Pavel V.; Martynko, Ekaterina A.; Trusova, Marina E. и др.

В: European Journal of Organic Chemistry, Том 2018, № 34, 16.09.2018, стр. 4802-4811.

Результат исследования: Научные публикации в периодических изданиях › статья › рецензирование

TY - JOUR

T1 - Verdazyl Radical Building Blocks

T2 - Synthesis, Structure, and Sonogashira Cross-Coupling Reactions

AU - Petunin, Pavel V.

AU - Martynko, Ekaterina A.

AU - Trusova, Marina E.

AU - Kazantsev, Maxim S.

AU - Rybalova, Tatyana V.

AU - Valiev, Rashid R.

AU - Uvarov, Mikhail N.

AU - Mostovich, Evgeny A.

AU - Postnikov, Pavel S.

PY - 2018/9/16

Y1 - 2018/9/16

N2 - A general and effective method for the synthesis of 3-phenylveradzyl radicals bearing a variety of iodophenyl substituents has been developed. The synthesized radicals have been characterized by ESR, UV/Vis spectroscopy, and cyclic voltammetry. Structures of biphenyl-substituted radicals have been solved by X-ray crystal structure analysis. The synthesized iodoverdazyls are applicable in the Sonogashira coupling reaction for the preparation of a wide range of ethynyl derivatives. Both N-2 and C-6 substituents were functionalized through Sonogashira coupling.

AB - A general and effective method for the synthesis of 3-phenylveradzyl radicals bearing a variety of iodophenyl substituents has been developed. The synthesized radicals have been characterized by ESR, UV/Vis spectroscopy, and cyclic voltammetry. Structures of biphenyl-substituted radicals have been solved by X-ray crystal structure analysis. The synthesized iodoverdazyls are applicable in the Sonogashira coupling reaction for the preparation of a wide range of ethynyl derivatives. Both N-2 and C-6 substituents were functionalized through Sonogashira coupling.

KW - Cross-coupling

KW - Density functional calculations

KW - Nitrogen heterocycles

KW - Verdazyl radicals

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JO - European Journal of Organic Chemistry

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