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Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex

Nikolić, Stefan; Ćirić, Ivanka; Roller, Alexander; Lukeš, Vladimir; Arion, Vladimir B.; Grgurić-Šipka, Sanja

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Ćirić, Ivanka
AU  - Roller, Alexander
AU  - Lukeš, Vladimir
AU  - Arion, Vladimir B.
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3124
AB  - Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the usual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed.
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex
VL  - 41
IS  - 14
SP  - 6857
EP  - 6865
DO  - 10.1039/c7nj00965h
ER  - 
@article{
author = "Nikolić, Stefan and Ćirić, Ivanka and Roller, Alexander and Lukeš, Vladimir and Arion, Vladimir B. and Grgurić-Šipka, Sanja",
year = "2017",
abstract = "Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the usual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex",
volume = "41",
number = "14",
pages = "6857-6865",
doi = "10.1039/c7nj00965h"
}
Nikolić, S., Ćirić, I., Roller, A., Lukeš, V., Arion, V. B.,& Grgurić-Šipka, S.. (2017). Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge., 41(14), 6857-6865.
https://doi.org/10.1039/c7nj00965h
Nikolić S, Ćirić I, Roller A, Lukeš V, Arion VB, Grgurić-Šipka S. Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex. in New Journal of Chemistry. 2017;41(14):6857-6865.
doi:10.1039/c7nj00965h .
Nikolić, Stefan, Ćirić, Ivanka, Roller, Alexander, Lukeš, Vladimir, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex" in New Journal of Chemistry, 41, no. 14 (2017):6857-6865,
https://doi.org/10.1039/c7nj00965h . .
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Supplementary data for article: Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h

Nikolić, Stefan; Ćirić, Ivanka; Roller, Alexander; Lukeš, Vladimir; Arion, Vladimir B.; Grgurić-Šipka, Sanja

(Royal Soc Chemistry, Cambridge, 2017)

TY  - DATA
AU  - Nikolić, Stefan
AU  - Ćirić, Ivanka
AU  - Roller, Alexander
AU  - Lukeš, Vladimir
AU  - Arion, Vladimir B.
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3125
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Supplementary data for article:           Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h
ER  - 
@misc{
author = "Nikolić, Stefan and Ćirić, Ivanka and Roller, Alexander and Lukeš, Vladimir and Arion, Vladimir B. and Grgurić-Šipka, Sanja",
year = "2017",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Supplementary data for article:           Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h"
}
Nikolić, S., Ćirić, I., Roller, A., Lukeš, V., Arion, V. B.,& Grgurić-Šipka, S.. (2017). Supplementary data for article:           Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge..
Nikolić S, Ćirić I, Roller A, Lukeš V, Arion VB, Grgurić-Šipka S. Supplementary data for article:           Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h. in New Journal of Chemistry. 2017;..
Nikolić, Stefan, Ćirić, Ivanka, Roller, Alexander, Lukeš, Vladimir, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Supplementary data for article:           Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h" in New Journal of Chemistry (2017).

Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex

Nikolić, Stefan; Ćirić, Ivanka; Roller, Alexander; Lukeš, Vladimir; Arion, Vladimir B.; Grgurić-Šipka, Sanja

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Ćirić, Ivanka
AU  - Roller, Alexander
AU  - Lukeš, Vladimir
AU  - Arion, Vladimir B.
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2485
AB  - Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the usual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed.
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex
VL  - 41
IS  - 14
SP  - 6857
EP  - 6865
DO  - 10.1039/c7nj00965h
UR  - Kon_3301
ER  - 
@article{
author = "Nikolić, Stefan and Ćirić, Ivanka and Roller, Alexander and Lukeš, Vladimir and Arion, Vladimir B. and Grgurić-Šipka, Sanja",
year = "2017",
abstract = "Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the usual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex",
volume = "41",
number = "14",
pages = "6857-6865",
doi = "10.1039/c7nj00965h",
url = "Kon_3301"
}
Nikolić, S., Ćirić, I., Roller, A., Lukeš, V., Arion, V. B.,& Grgurić-Šipka, S.. (2017). Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge., 41(14), 6857-6865.
https://doi.org/10.1039/c7nj00965h
Kon_3301
Nikolić S, Ćirić I, Roller A, Lukeš V, Arion VB, Grgurić-Šipka S. Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex. in New Journal of Chemistry. 2017;41(14):6857-6865.
doi:10.1039/c7nj00965h
Kon_3301 .
Nikolić, Stefan, Ćirić, Ivanka, Roller, Alexander, Lukeš, Vladimir, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex" in New Journal of Chemistry, 41, no. 14 (2017):6857-6865,
https://doi.org/10.1039/c7nj00965h .,
Kon_3301 .
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3
3