Dynamic Covalent Chemistry Approach toward 18-Membered P4N2 Macrocycles and Their Nickel(II) Complexes
Elvira Musina
1
,
Tatiana I Wittmann
1
,
Lenar I Musin
1
,
Anna Balueva
1
,
Alena S Shpagina
1
,
I. A. Litvinov
1
,
Peter Lönnecke
2
,
Andrey A Karasik
1
,
Publication type: Journal Article
Publication date: 2020-09-24
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
32967420
Organic Chemistry
Abstract
A dynamic covalent chemistry approach was used for the stereoselective synthesis of 1,10-diaza-3,8,12,17-tetraphosphacyclooctadecanes via condensation reaction of 1,4-bis(organylphosphino)butane, formaldehyde and primary amines. The obtained 18-membered P4N2 macrocycles were isolated in pure form as meso- (RPSPSPRP) or rac- (RPRPRPRP/SPSPSPSP) isomers. The structural features of the individual stereoisomers were revealed by NMR spectroscopy and X-ray structure analysis. All P4N2 macrocycles form square-planar nickel(II) complexes with the RPSPSPRP isomer only, in which the orientation of the lone pairs of electrons at phosphorus favors this coordination mode, independent of the initial configuration of the ligand, indicating the ability of the 18-membered P4N2 macrocycles to stereoisomerise in the course of the complexation.
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Total citations:
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Citations from 2024:
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GOST
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Musina E. et al. Dynamic Covalent Chemistry Approach toward 18-Membered P4N2 Macrocycles and Their Nickel(II) Complexes // Journal of Organic Chemistry. 2020. Vol. 85. No. 22. pp. 14610-14618.
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Musina E., Wittmann T. I., Musin L. I., Balueva A., Shpagina A. S., Litvinov I. A., Lönnecke P., Hey-Hawkins E., Karasik A. A., Sinyashin O. G. Dynamic Covalent Chemistry Approach toward 18-Membered P4N2 Macrocycles and Their Nickel(II) Complexes // Journal of Organic Chemistry. 2020. Vol. 85. No. 22. pp. 14610-14618.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.joc.0c01317
UR - https://doi.org/10.1021/acs.joc.0c01317
TI - Dynamic Covalent Chemistry Approach toward 18-Membered P4N2 Macrocycles and Their Nickel(II) Complexes
T2 - Journal of Organic Chemistry
AU - Musina, Elvira
AU - Wittmann, Tatiana I
AU - Musin, Lenar I
AU - Balueva, Anna
AU - Shpagina, Alena S
AU - Litvinov, I. A.
AU - Lönnecke, Peter
AU - Hey-Hawkins, Evamarie
AU - Karasik, Andrey A
AU - Sinyashin, Oleg G.
PY - 2020
DA - 2020/09/24
PB - American Chemical Society (ACS)
SP - 14610-14618
IS - 22
VL - 85
PMID - 32967420
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2020_Musina,
author = {Elvira Musina and Tatiana I Wittmann and Lenar I Musin and Anna Balueva and Alena S Shpagina and I. A. Litvinov and Peter Lönnecke and Evamarie Hey-Hawkins and Andrey A Karasik and Oleg G. Sinyashin},
title = {Dynamic Covalent Chemistry Approach toward 18-Membered P4N2 Macrocycles and Their Nickel(II) Complexes},
journal = {Journal of Organic Chemistry},
year = {2020},
volume = {85},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.joc.0c01317},
number = {22},
pages = {14610--14618},
doi = {10.1021/acs.joc.0c01317}
}
Cite this
MLA
Copy
Musina, Elvira, et al. “Dynamic Covalent Chemistry Approach toward 18-Membered P4N2 Macrocycles and Their Nickel(II) Complexes.” Journal of Organic Chemistry, vol. 85, no. 22, Sep. 2020, pp. 14610-14618. https://doi.org/10.1021/acs.joc.0c01317.