ortho-Ketimines of 1,8-Bis(dimethylamino)naphthalene: Synthesis, Hydrolytic Stability and Transfer of Basicity from Proton Sponge Moiety to the Imino Function
Publication type: Journal Article
Publication date: 2014-08-26
scimago Q2
wos Q2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Catalysis
Organic Chemistry
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.
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11
Total citations:
11
Citations from 2024:
2
(18.18%)
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Antonov A. S. et al. ortho-Ketimines of 1,8-Bis(dimethylamino)naphthalene: Synthesis, Hydrolytic Stability and Transfer of Basicity from Proton Sponge Moiety to the Imino Function // Synthesis. 2014. Vol. 46. No. 23. pp. 3273-3282.
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Antonov A. S., Mikshiev V. Y., Pozharskii A. F., Ozeryanskii V. A. ortho-Ketimines of 1,8-Bis(dimethylamino)naphthalene: Synthesis, Hydrolytic Stability and Transfer of Basicity from Proton Sponge Moiety to the Imino Function // Synthesis. 2014. Vol. 46. No. 23. pp. 3273-3282.
Cite this
RIS
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TY - JOUR
DO - 10.1055/s-0034-1379008
UR - https://doi.org/10.1055/s-0034-1379008
TI - ortho-Ketimines of 1,8-Bis(dimethylamino)naphthalene: Synthesis, Hydrolytic Stability and Transfer of Basicity from Proton Sponge Moiety to the Imino Function
T2 - Synthesis
AU - Antonov, Alexander S.
AU - Mikshiev, Vladimir Y
AU - Pozharskii, Alexander F.
AU - Ozeryanskii, Valery A.
PY - 2014
DA - 2014/08/26
PB - Georg Thieme Verlag KG
SP - 3273-3282
IS - 23
VL - 46
SN - 0039-7881
SN - 1437-210X
ER -
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BibTex (up to 50 authors)
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@article{2014_Antonov,
author = {Alexander S. Antonov and Vladimir Y Mikshiev and Alexander F. Pozharskii and Valery A. Ozeryanskii},
title = {ortho-Ketimines of 1,8-Bis(dimethylamino)naphthalene: Synthesis, Hydrolytic Stability and Transfer of Basicity from Proton Sponge Moiety to the Imino Function},
journal = {Synthesis},
year = {2014},
volume = {46},
publisher = {Georg Thieme Verlag KG},
month = {aug},
url = {https://doi.org/10.1055/s-0034-1379008},
number = {23},
pages = {3273--3282},
doi = {10.1055/s-0034-1379008}
}
Cite this
MLA
Copy
Antonov, Alexander S., et al. “ortho-Ketimines of 1,8-Bis(dimethylamino)naphthalene: Synthesis, Hydrolytic Stability and Transfer of Basicity from Proton Sponge Moiety to the Imino Function.” Synthesis, vol. 46, no. 23, Aug. 2014, pp. 3273-3282. https://doi.org/10.1055/s-0034-1379008.