Catecholate derivatives of zirconocene: Facile methylation of a catecholate ring

Pavel A. Petrov; Elizaveta A. Filippova; Ilia V. Eltsov; Taisiya S. Sukhikh; Alexandr V. Piskunov; Maxim N. Sokolov

doi:10.1016/j.jorganchem.2021.121946

Catecholate derivatives of zirconocene: Facile methylation of a catecholate ring

Pavel A. Petrov, Elizaveta A. Filippova, Ilia V. Eltsov, Taisiya S. Sukhikh, Alexandr V. Piskunov, Maxim N. Sokolov

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

Аннотация

Reaction of [Cp'₂ZrMe₂] (Cp' = η⁵-tBuC₅H₄) with 3,6-di-tert-butylcatechol (H₂Cat³⁶) leads to complex [Cp'₂ZrCat³⁶] (1). Analogous reaction of [Cp'₂ZrMe₂] with 3,6-di-tert-butyl-o-benzoquinone (Q³⁶) results in migration of the methyl group from metal to the C₆-ring and formation of a complex of 3-tert-butyl-6-methyl-catecholate [Cp'₂ZrCat^36Me] (2). Both products were characterized with single crystal X-ray diffraction and NMR spectroscopy.

Язык оригинала	английский
Номер статьи	121946
Журнал	Journal of Organometallic Chemistry
Том	949
DOI	https://doi.org/10.1016/j.jorganchem.2021.121946
Состояние	Опубликовано - 15 сен 2021

Предметные области OECD FOS+WOS

2.05 ТЕХНОЛОГИЯ МАТЕРИАЛОВ
1.06 БИОЛОГИЧЕСКИЕ НАУКИ
1.04 ХИМИЧЕСКИЕ НАУКИ

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10.1016/j.jorganchem.2021.121946

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title = "Catecholate derivatives of zirconocene: Facile methylation of a catecholate ring",

abstract = "Reaction of [Cp'2ZrMe2] (Cp' = η5-tBuC5H4) with 3,6-di-tert-butylcatechol (H2Cat36) leads to complex [Cp'2ZrCat36] (1). Analogous reaction of [Cp'2ZrMe2] with 3,6-di-tert-butyl-o-benzoquinone (Q36) results in migration of the methyl group from metal to the C6-ring and formation of a complex of 3-tert-butyl-6-methyl-catecholate [Cp'2ZrCat36Me] (2). Both products were characterized with single crystal X-ray diffraction and NMR spectroscopy.",

keywords = "C–C Bond activation, NMR, Quinones, X-ray diffraction analysis, Zirconium",

author = "Petrov, {Pavel A.} and Filippova, {Elizaveta A.} and Eltsov, {Ilia V.} and Sukhikh, {Taisiya S.} and Piskunov, {Alexandr V.} and Sokolov, {Maxim N.}",

note = "Funding Information: We thank Russian Academy of Sciences for funding (budgetary program V.44.4.5 ). Publisher Copyright: {\textcopyright} 2021 Copyright: Copyright 2021 Elsevier B.V., All rights reserved.",

year = "2021",

month = sep,

day = "15",

doi = "10.1016/j.jorganchem.2021.121946",

language = "English",

volume = "949",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

}

Catecholate derivatives of zirconocene: Facile methylation of a catecholate ring. / Petrov, Pavel A.; Filippova, Elizaveta A.; Eltsov, Ilia V.; Sukhikh, Taisiya S.; Piskunov, Alexandr V.; Sokolov, Maxim N.

В: Journal of Organometallic Chemistry, Том 949, 121946, 15.09.2021.

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

TY - JOUR

T1 - Catecholate derivatives of zirconocene: Facile methylation of a catecholate ring

AU - Petrov, Pavel A.

AU - Filippova, Elizaveta A.

AU - Eltsov, Ilia V.

AU - Sukhikh, Taisiya S.

AU - Piskunov, Alexandr V.

AU - Sokolov, Maxim N.

PY - 2021/9/15

Y1 - 2021/9/15

N2 - Reaction of [Cp'2ZrMe2] (Cp' = η5-tBuC5H4) with 3,6-di-tert-butylcatechol (H2Cat36) leads to complex [Cp'2ZrCat36] (1). Analogous reaction of [Cp'2ZrMe2] with 3,6-di-tert-butyl-o-benzoquinone (Q36) results in migration of the methyl group from metal to the C6-ring and formation of a complex of 3-tert-butyl-6-methyl-catecholate [Cp'2ZrCat36Me] (2). Both products were characterized with single crystal X-ray diffraction and NMR spectroscopy.

AB - Reaction of [Cp'2ZrMe2] (Cp' = η5-tBuC5H4) with 3,6-di-tert-butylcatechol (H2Cat36) leads to complex [Cp'2ZrCat36] (1). Analogous reaction of [Cp'2ZrMe2] with 3,6-di-tert-butyl-o-benzoquinone (Q36) results in migration of the methyl group from metal to the C6-ring and formation of a complex of 3-tert-butyl-6-methyl-catecholate [Cp'2ZrCat36Me] (2). Both products were characterized with single crystal X-ray diffraction and NMR spectroscopy.

KW - C–C Bond activation

KW - NMR

KW - Quinones

KW - X-ray diffraction analysis

KW - Zirconium

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DO - 10.1016/j.jorganchem.2021.121946

M3 - Article

AN - SCOPUS:85111787581

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JO - Journal of Organometallic Chemistry

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