Open Access
Macroheterocycles, volume 10, issue 1, pages 98-109
Piperazine-Based N4-Type 16-Membered Macroheterocycles and Their Nickel(II) Complexes
Publication type: Journal Article
Publication date: 2017-06-08
Journal:
Macroheterocycles
Quartile SCImago
Q4
Quartile WOS
Q4
Impact factor: 1.4
ISSN: 19989539, 27131092
Organic Chemistry
Analytical Chemistry
Abstract
Square-planar diamagnetic nickel(II) complexes 5a and 5b containing 16-membered diamino-diimino ligands were prepared from the corresponding open-chain complexes 2a and 2b via condensation with o-phthalic dialdehyde in methanol. The solid-state structure of the starting complex 2b revealed the cisoid conformation of aryl groups compared to the transoid one found in the case of 2a. At the same time, the cisoid conformation is not retained in acetone solution: rather, the tert-Bu-substituted complex 2b was fully transformed into the trans form whereas its analogue 2aexhibits both cis and transforms in acetone solution. The cisoid conformation was also observed for the cyclic structures 5a and 5b by X-ray analysis and VT NMR experiments. The borohydride reduction of 5a with subsequent cyanide-assisted removal of nickel led to a new 16-membered tetraazamacrocycle 6. Its X-ray structure showed a cisoid conformation supported by two intramolecular hydrogen bonds that was also sustained in solution. VT NMR experiments revealed the degenerative interconvertion of a macrocycle with activation energy ca. 41.9±0.8 kJ/mol.
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Mendeleev Communications
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Mendeleev Communications
2 publications, 100%
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Elsevier
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Elsevier
2 publications, 100%
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Vatsadze S. Z. et al. Piperazine-Based N4-Type 16-Membered Macroheterocycles and Their Nickel(II) Complexes // Macroheterocycles. 2017. Vol. 10. No. 1. pp. 98-109.
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Vatsadze S. Z., Blake A., Mountford P., Krut'ko D. P. Piperazine-Based N4-Type 16-Membered Macroheterocycles and Their Nickel(II) Complexes // Macroheterocycles. 2017. Vol. 10. No. 1. pp. 98-109.
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TY - JOUR
DO - 10.6060/mhc161179v
UR - https://doi.org/10.6060%2Fmhc161179v
TI - Piperazine-Based N4-Type 16-Membered Macroheterocycles and Their Nickel(II) Complexes
T2 - Macroheterocycles
AU - Vatsadze, Sergey Z.
AU - Blake, A.
AU - Mountford, Philip
AU - Krut'ko, Dmitry P.
PY - 2017
DA - 2017/06/08 00:00:00
PB - Ivanovo State University of Chemistry and Technology
SP - 98-109
IS - 1
VL - 10
SN - 1998-9539
SN - 2713-1092
ER -
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@article{2017_Vatsadze,
author = {Sergey Z. Vatsadze and A. Blake and Philip Mountford and Dmitry P. Krut'ko},
title = {Piperazine-Based N4-Type 16-Membered Macroheterocycles and Their Nickel(II) Complexes},
journal = {Macroheterocycles},
year = {2017},
volume = {10},
publisher = {Ivanovo State University of Chemistry and Technology},
month = {jun},
url = {https://doi.org/10.6060%2Fmhc161179v},
number = {1},
pages = {98--109},
doi = {10.6060/mhc161179v}
}
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Vatsadze, Sergey Z., et al. “Piperazine-Based N4-Type 16-Membered Macroheterocycles and Their Nickel(II) Complexes.” Macroheterocycles, vol. 10, no. 1, Jun. 2017, pp. 98-109. https://doi.org/10.6060%2Fmhc161179v.
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