Tetrahedron, volume 67, issue 44, pages 8572-8582
Conformational properties and photochemistry of tetrazolylpyridines in low temperature matrices. Spectroscopic evidence for the photochemical carbon-to-nitrogen rearrangement
Publication type: Journal Article
Publication date: 2011-11-01
Journal:
Tetrahedron
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor: 2.1
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
The most stable conformers of 2-(tetrazol-1-yl)-, 3-(tetrazol-1-yl)- and 2-(tetrazol-5-yl)pyridines undergo photolysis in Ar matrices at cryogenic temperatures to yield pyridin-2-ylcarbodiimide or pyridin-3-ylcarbodiimide. Spectroscopic evidence of carbon-to-nitrogen rearrangement in the case of the 2-(tetrazol-5-yl)pyridine molecule is provided. For the latter molecule a second pathway leads to the 1-cyclopenta-2,4-dienylketenimine formation. The experimental findings are supported by extensive B3LYP/6-311++G(2d,2p) calculations.
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Citations by publishers
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- We do not take into account publications without a DOI.
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Pagacz Kostrzewa M. et al. Conformational properties and photochemistry of tetrazolylpyridines in low temperature matrices. Spectroscopic evidence for the photochemical carbon-to-nitrogen rearrangement // Tetrahedron. 2011. Vol. 67. No. 44. pp. 8572-8582.
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Pagacz Kostrzewa M., Krupa J. C., Olbert Majkut A., Podruczna M., Bronisz R., WIERZEJEWSKA M. Conformational properties and photochemistry of tetrazolylpyridines in low temperature matrices. Spectroscopic evidence for the photochemical carbon-to-nitrogen rearrangement // Tetrahedron. 2011. Vol. 67. No. 44. pp. 8572-8582.
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TY - JOUR
DO - 10.1016/j.tet.2011.08.055
UR - https://doi.org/10.1016/j.tet.2011.08.055
TI - Conformational properties and photochemistry of tetrazolylpyridines in low temperature matrices. Spectroscopic evidence for the photochemical carbon-to-nitrogen rearrangement
T2 - Tetrahedron
AU - Pagacz Kostrzewa, Magdalena
AU - Krupa, J. C.
AU - Olbert Majkut, A
AU - Podruczna, M
AU - Bronisz, Robert
AU - WIERZEJEWSKA, M
PY - 2011
DA - 2011/11/01 00:00:00
PB - Elsevier
SP - 8572-8582
IS - 44
VL - 67
SN - 0040-4020
SN - 1464-5416
ER -
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@article{2011_Pagacz Kostrzewa,
author = {Magdalena Pagacz Kostrzewa and J. C. Krupa and A Olbert Majkut and M Podruczna and Robert Bronisz and M WIERZEJEWSKA},
title = {Conformational properties and photochemistry of tetrazolylpyridines in low temperature matrices. Spectroscopic evidence for the photochemical carbon-to-nitrogen rearrangement},
journal = {Tetrahedron},
year = {2011},
volume = {67},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/j.tet.2011.08.055},
number = {44},
pages = {8572--8582},
doi = {10.1016/j.tet.2011.08.055}
}
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Pagacz Kostrzewa, Magdalena, et al. “Conformational properties and photochemistry of tetrazolylpyridines in low temperature matrices. Spectroscopic evidence for the photochemical carbon-to-nitrogen rearrangement.” Tetrahedron, vol. 67, no. 44, Nov. 2011, pp. 8572-8582. https://doi.org/10.1016/j.tet.2011.08.055.