Noncovalent Li···H Interaction in the Synthesis of peri-Disubstituted Naphthalene Proton Sponges
Publication type: Journal Article
Publication date: 2019-10-24
scimago Q2
wos Q2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Catalysis
Organic Chemistry
Abstract
Noncovalent Li···H interaction was utilised as a tool for the second lithiation of 4-lithio-1,8-bis(dimethylamino)naphthalene with n-BuLi in the presence of TMEDA in hexane. Metallation proceeds with 100% selectivity in the second peri-position and with up to 90% yield. A series of 4,5-disubstituted derivatives of 1,8-bis(dimethylamino)naphthalene has been prepared in good to excellent yield after quenching the reaction mass with different electrophiles.
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Total citations:
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Citations from 2024:
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Antonov A. S., Yakubenko A. A. Noncovalent Li···H Interaction in the Synthesis of peri-Disubstituted Naphthalene Proton Sponges // Synthesis. 2019. Vol. 52. No. 01. pp. 98-104.
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Antonov A. S., Yakubenko A. A. Noncovalent Li···H Interaction in the Synthesis of peri-Disubstituted Naphthalene Proton Sponges // Synthesis. 2019. Vol. 52. No. 01. pp. 98-104.
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TY - JOUR
DO - 10.1055/s-0039-1690230
UR - https://doi.org/10.1055/s-0039-1690230
TI - Noncovalent Li···H Interaction in the Synthesis of peri-Disubstituted Naphthalene Proton Sponges
T2 - Synthesis
AU - Antonov, Alexander S.
AU - Yakubenko, Artyom A
PY - 2019
DA - 2019/10/24
PB - Georg Thieme Verlag KG
SP - 98-104
IS - 01
VL - 52
SN - 0039-7881
SN - 1437-210X
ER -
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BibTex (up to 50 authors)
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@article{2019_Antonov,
author = {Alexander S. Antonov and Artyom A Yakubenko},
title = {Noncovalent Li···H Interaction in the Synthesis of peri-Disubstituted Naphthalene Proton Sponges},
journal = {Synthesis},
year = {2019},
volume = {52},
publisher = {Georg Thieme Verlag KG},
month = {oct},
url = {https://doi.org/10.1055/s-0039-1690230},
number = {01},
pages = {98--104},
doi = {10.1055/s-0039-1690230}
}
Cite this
MLA
Copy
Antonov, Alexander S., and Artyom A Yakubenko. “Noncovalent Li···H Interaction in the Synthesis of peri-Disubstituted Naphthalene Proton Sponges.” Synthesis, vol. 52, no. 01, Oct. 2019, pp. 98-104. https://doi.org/10.1055/s-0039-1690230.
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