Journal of Structural Chemistry, volume 62, issue 3, pages 436-442
BENZENOID-QUINOID TAUTOMERISM OF SALICYLIDENIMINES: CRYSTAL STRUCTURES OF 5-BROMO- (HL1) AND 3-NITRO-SALICYLIDENE- (2-MORPHOLINO)ETHYLIMINE (HL2)
Publication type: Journal Article
Publication date: 2021-03-01
Journal:
Journal of Structural Chemistry
Quartile SCImago
Q4
Quartile WOS
Q4
Impact factor: 0.8
ISSN: 00224766, 15738779
Materials Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Two azomethynes, namely, derivatives of 5-bromo- and 3-nitrosalicyl aldehydes and 2-morpholinoethylamine (HL1, Z = Br and HL2, Z = NO2; in HL1,2 R = CH2CH2N(CH2)4O) are synthesized and analyzed by IR spectroscopy and single crystal X-ray diffraction. A benzenoid (enolimine) tautomeric form (a hydrogen atom is located at an oxygen atom) occurs in HL1. The structure is stabilized by an intramolecular О1–Н1В…N1 hydrogen bond (О–H 0.87(4) Å, H…N 1.83(4) Å, O…N 2.586(4) Å, ОHN angle 143(4)°). The HL2 molecule crystallizes in the quinoidal (quinone amine) tautomeric form with the intramolecular N1–Н1…O2 hydrogen bond (N–H 0.87(2) Å, H…O 1.99(2) Å, O…N 2.659(2) Å, NHO angle 134(2)°).
Citations by journals
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1
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Crystal Growth and Design
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Crystal Growth and Design
1 publication, 50%
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Crystallography Reports
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Crystallography Reports
1 publication, 50%
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1
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Citations by publishers
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1
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American Chemical Society (ACS)
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American Chemical Society (ACS)
1 publication, 50%
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Pleiades Publishing
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Pleiades Publishing
1 publication, 50%
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1
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Sergienko V. S. et al. BENZENOID-QUINOID TAUTOMERISM OF SALICYLIDENIMINES: CRYSTAL STRUCTURES OF 5-BROMO- (HL1) AND 3-NITRO-SALICYLIDENE- (2-MORPHOLINO)ETHYLIMINE (HL2) // Journal of Structural Chemistry. 2021. Vol. 62. No. 3. pp. 436-442.
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Sergienko V. S., Abramenko V. L., Churakov A., Surazhskaya M. D. BENZENOID-QUINOID TAUTOMERISM OF SALICYLIDENIMINES: CRYSTAL STRUCTURES OF 5-BROMO- (HL1) AND 3-NITRO-SALICYLIDENE- (2-MORPHOLINO)ETHYLIMINE (HL2) // Journal of Structural Chemistry. 2021. Vol. 62. No. 3. pp. 436-442.
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TY - JOUR
DO - 10.1134/S0022476621030100
UR - https://doi.org/10.1134%2FS0022476621030100
TI - BENZENOID-QUINOID TAUTOMERISM OF SALICYLIDENIMINES: CRYSTAL STRUCTURES OF 5-BROMO- (HL1) AND 3-NITRO-SALICYLIDENE- (2-MORPHOLINO)ETHYLIMINE (HL2)
T2 - Journal of Structural Chemistry
AU - Sergienko, V S
AU - Abramenko, V L
AU - Churakov, A.V.
AU - Surazhskaya, M D
PY - 2021
DA - 2021/03/01 00:00:00
PB - Pleiades Publishing
SP - 436-442
IS - 3
VL - 62
SN - 0022-4766
SN - 1573-8779
ER -
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@article{2021_Sergienko,
author = {V S Sergienko and V L Abramenko and A.V. Churakov and M D Surazhskaya},
title = {BENZENOID-QUINOID TAUTOMERISM OF SALICYLIDENIMINES: CRYSTAL STRUCTURES OF 5-BROMO- (HL1) AND 3-NITRO-SALICYLIDENE- (2-MORPHOLINO)ETHYLIMINE (HL2)},
journal = {Journal of Structural Chemistry},
year = {2021},
volume = {62},
publisher = {Pleiades Publishing},
month = {mar},
url = {https://doi.org/10.1134%2FS0022476621030100},
number = {3},
pages = {436--442},
doi = {10.1134/S0022476621030100}
}
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MLA
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Sergienko, V. S., et al. “BENZENOID-QUINOID TAUTOMERISM OF SALICYLIDENIMINES: CRYSTAL STRUCTURES OF 5-BROMO- (HL1) AND 3-NITRO-SALICYLIDENE- (2-MORPHOLINO)ETHYLIMINE (HL2).” Journal of Structural Chemistry, vol. 62, no. 3, Mar. 2021, pp. 436-442. https://doi.org/10.1134%2FS0022476621030100.