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Ortho-ketimines of 1,8-bis(dimethylamino)naphthalene : Synthesis, hydrolytic stability and transfer of basicity from proton sponge moiety to the imino function. / Antonov, Alexander S.; Mikshiev, Vladimir Y.; Pozharskii, Alexander F.; Ozeryanskii, Valery A.

в: Synthesis (Germany), Том 46, № 23, 26.08.2014, стр. 3273-3282.

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

Harvard

Antonov, AS, Mikshiev, VY, Pozharskii, AF & Ozeryanskii, VA 2014, 'Ortho-ketimines of 1,8-bis(dimethylamino)naphthalene: Synthesis, hydrolytic stability and transfer of basicity from proton sponge moiety to the imino function', Synthesis (Germany), Том. 46, № 23, стр. 3273-3282. https://doi.org/10.1055/s-0034-1379008

APA

Antonov, A. S., Mikshiev, V. Y., Pozharskii, A. F., & Ozeryanskii, V. A. (2014). Ortho-ketimines of 1,8-bis(dimethylamino)naphthalene: Synthesis, hydrolytic stability and transfer of basicity from proton sponge moiety to the imino function. Synthesis (Germany), 46(23), 3273-3282. https://doi.org/10.1055/s-0034-1379008

Vancouver

Antonov AS, Mikshiev VY, Pozharskii AF, Ozeryanskii VA. Ortho-ketimines of 1,8-bis(dimethylamino)naphthalene: Synthesis, hydrolytic stability and transfer of basicity from proton sponge moiety to the imino function. Synthesis (Germany). 2014 Авг. 26;46(23):3273-3282. https://doi.org/10.1055/s-0034-1379008

Author

Antonov, Alexander S. ; Mikshiev, Vladimir Y. ; Pozharskii, Alexander F. ; Ozeryanskii, Valery A. / Ortho-ketimines of 1,8-bis(dimethylamino)naphthalene : Synthesis, hydrolytic stability and transfer of basicity from proton sponge moiety to the imino function. в: Synthesis (Germany). 2014 ; Том 46, № 23. стр. 3273-3282.

BibTeX

@article{ce4e6a9ef2304a28815f3861bc74e773,
title = "Ortho-ketimines of 1,8-bis(dimethylamino)naphthalene: Synthesis, hydrolytic stability and transfer of basicity from proton sponge moiety to the imino function",
abstract = "A series of 2-ketimines and 2,7-diketimines of 1,8-bis(dimethylamino)naphthalene (proton sponge, DMAN) have been obtained and converted into the corresponding ketones via acidic hydrolysis. Investigation of structural and spectral properties of DMAN-based imines led to the conclusion that their unusual hydrolytic stability results from a combination of different factors the most important of which is a strong electron-donor effect of peri-dimethylamino groups.",
keywords = "amines, hydrolysis, imines, ketones, organometallic reagents",
author = "Antonov, {Alexander S.} and Mikshiev, {Vladimir Y.} and Pozharskii, {Alexander F.} and Ozeryanskii, {Valery A.}",
year = "2014",
month = aug,
day = "26",
doi = "10.1055/s-0034-1379008",
language = "English",
volume = "46",
pages = "3273--3282",
journal = "Synthesis",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "23",

}

RIS

TY - JOUR

T1 - Ortho-ketimines of 1,8-bis(dimethylamino)naphthalene

T2 - Synthesis, hydrolytic stability and transfer of basicity from proton sponge moiety to the imino function

AU - Antonov, Alexander S.

AU - Mikshiev, Vladimir Y.

AU - Pozharskii, Alexander F.

AU - Ozeryanskii, Valery A.

PY - 2014/8/26

Y1 - 2014/8/26

N2 - A series of 2-ketimines and 2,7-diketimines of 1,8-bis(dimethylamino)naphthalene (proton sponge, DMAN) have been obtained and converted into the corresponding ketones via acidic hydrolysis. Investigation of structural and spectral properties of DMAN-based imines led to the conclusion that their unusual hydrolytic stability results from a combination of different factors the most important of which is a strong electron-donor effect of peri-dimethylamino groups.

AB - A series of 2-ketimines and 2,7-diketimines of 1,8-bis(dimethylamino)naphthalene (proton sponge, DMAN) have been obtained and converted into the corresponding ketones via acidic hydrolysis. Investigation of structural and spectral properties of DMAN-based imines led to the conclusion that their unusual hydrolytic stability results from a combination of different factors the most important of which is a strong electron-donor effect of peri-dimethylamino groups.

KW - amines

KW - hydrolysis

KW - imines

KW - ketones

KW - organometallic reagents

UR - http://www.scopus.com/inward/record.url?scp=84911382479&partnerID=8YFLogxK

U2 - 10.1055/s-0034-1379008

DO - 10.1055/s-0034-1379008

M3 - Article

AN - SCOPUS:84911382479

VL - 46

SP - 3273

EP - 3282

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 23

ER -

ID: 41270942