Open Access
,
volume 77
,
issue 2
,
pages 96-100
Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues
Publication type: Journal Article
Publication date: 2021-01-08
scimago Q4
wos Q4
SJR: 0.197
CiteScore: 1.2
Impact factor: 0.6
ISSN: 20569890
PubMed ID:
33614133
General Chemistry
Condensed Matter Physics
General Materials Science
Abstract
The title compounds, 2-(pyridin-2-yl)-1H-perimidine (C16H11N3; 1), 1-methyl-2-(pyridin-2-yl)-1H-perimidine (C17H13N3; 2), and 1,3-dimethyl-2-(pyridin-2-yl)-1H-perimidinium iodide (C18H16N3 +·I−; 3) were synthesized under mild conditions and their structures were determined by 1H NMR spectroscopy and single-crystal X-ray analysis. The N-methylation of the nitrogen atom(s) at the perimidine moiety results in a significant increase of the interplane angle between the pyridin-2-yl ring and the perimidine system. The unsubstituted perimidine (1) forms a weak intramolecular N—H...N bond that consolidates the molecular conformation. In the crystal structures of 1–3, the molecular entities all are assembled through π–π and C—H...π interactions.
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Kalle P. et al. Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues // Acta Crystallographica Section E: Crystallographic Communications. 2021. Vol. 77. No. 2. pp. 96-100.
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Kalle P., Tatarin S. V., Zakharov A. Y., Kiseleva M. A., Bezzubov S. I. Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues // Acta Crystallographica Section E: Crystallographic Communications. 2021. Vol. 77. No. 2. pp. 96-100.
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RIS
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TY - JOUR
DO - 10.1107/S205698902100013X
UR - https://scripts.iucr.org/cgi-bin/paper?S205698902100013X
TI - Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues
T2 - Acta Crystallographica Section E: Crystallographic Communications
AU - Kalle, Paulina
AU - Tatarin, Sergei V.
AU - Zakharov, Alexander Yu.
AU - Kiseleva, Marina A.
AU - Bezzubov, Stanislav I.
PY - 2021
DA - 2021/01/08
PB - International Union of Crystallography (IUCr)
SP - 96-100
IS - 2
VL - 77
PMID - 33614133
SN - 2056-9890
ER -
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BibTex (up to 50 authors)
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@article{2021_Kalle,
author = {Paulina Kalle and Sergei V. Tatarin and Alexander Yu. Zakharov and Marina A. Kiseleva and Stanislav I. Bezzubov},
title = {Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues},
journal = {Acta Crystallographica Section E: Crystallographic Communications},
year = {2021},
volume = {77},
publisher = {International Union of Crystallography (IUCr)},
month = {jan},
url = {https://scripts.iucr.org/cgi-bin/paper?S205698902100013X},
number = {2},
pages = {96--100},
doi = {10.1107/S205698902100013X}
}
Cite this
MLA
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Kalle, Paulina, et al. “Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues.” Acta Crystallographica Section E: Crystallographic Communications, vol. 77, no. 2, Jan. 2021, pp. 96-100. https://scripts.iucr.org/cgi-bin/paper?S205698902100013X.