Standard

Trinuclear (aminonitrone)ZnII complexes as key intermediates in zinc(II)-mediated generation of 1,2,4-oxadiazoles from amidoximes and nitriles. / Bolotin, D.S.; Il'in, M.V.; Novikov, A.S.; Bokach, N.A.; Suslonov, V.V.; Kukushkin, V.Yu.

In: New Journal of Chemistry, Vol. 41, No. 5, 2017, p. 1940-1952.

Research output: Contribution to journal › Article › peer-review

Harvard

Bolotin, DS, Il'in, MV, Novikov, AS, Bokach, NA, Suslonov, VV & Kukushkin, VY 2017, 'Trinuclear (aminonitrone)ZnII complexes as key intermediates in zinc(II)-mediated generation of 1,2,4-oxadiazoles from amidoximes and nitriles', New Journal of Chemistry, vol. 41, no. 5, pp. 1940-1952. https://doi.org/10.1039/c6nj03508f, https://doi.org/10.1039/c6nj03508f

APA

Bolotin, D. S., Il'in, M. V., Novikov, A. S., Bokach, N. A., Suslonov, V. V., & Kukushkin, V. Y. (2017). Trinuclear (aminonitrone)ZnII complexes as key intermediates in zinc(II)-mediated generation of 1,2,4-oxadiazoles from amidoximes and nitriles. New Journal of Chemistry, 41(5), 1940-1952. https://doi.org/10.1039/c6nj03508f, https://doi.org/10.1039/c6nj03508f

Vancouver

Bolotin DS, Il'in MV, Novikov AS, Bokach NA, Suslonov VV, Kukushkin VY. Trinuclear (aminonitrone)ZnII complexes as key intermediates in zinc(II)-mediated generation of 1,2,4-oxadiazoles from amidoximes and nitriles. New Journal of Chemistry. 2017;41(5):1940-1952. https://doi.org/10.1039/c6nj03508f, https://doi.org/10.1039/c6nj03508f

Author

Bolotin, D.S. ; Il'in, M.V. ; Novikov, A.S. ; Bokach, N.A. ; Suslonov, V.V. ; Kukushkin, V.Yu. / Trinuclear (aminonitrone)ZnII complexes as key intermediates in zinc(II)-mediated generation of 1,2,4-oxadiazoles from amidoximes and nitriles. In: New Journal of Chemistry. 2017 ; Vol. 41, No. 5. pp. 1940-1952.

BibTeX

@article{3315a5c9e7e54f1f8ee0541a689b0f49,
title = "Trinuclear (aminonitrone)ZnII complexes as key intermediates in zinc(II)-mediated generation of 1,2,4-oxadiazoles from amidoximes and nitriles",
abstract = "{\textcopyright} The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.Aliphatic and aromatic amidoximes RC(NH2)=NOH (R = Et, tBu, Ph, o-ClC6H4) react with Zn(OAc)2·2H2O in Me2CO giving [Zn(OAc)2{RC(NH2)=NOH}2] complexes bearing N-bound amidoximes, which are involved in a moderate strength (7.3-11.9 kcal mol-1 by the DFT calculations) intramolecular resonance-assisted hydrogen bonding between the oxime HO group and the oxo group of the acetate ligand. The complexes [Zn(OAc)2{RC(NH2)=NOH}2] react with excess Zn(OTf)2 in acetone accomplishing trinuclear species [Zn3(μ2-OAc)2{μ2-RC(NH2)=N(H)O}4(H2O)6](OTf)4 featuring both O-ligated amidoximes—stabilized in the aminonitrone tautomeric form—and bridging acetate ligands. The aminonitrone trinuclear species were also prepared directly via the reaction of the amidoximes with Zn(OTf)2 in EtOAc; ethyl acetate in this reaction plays the role of the acetate donor and OAc- is generated in situ via ZnII-mediated hydrolysis of EtOAc. Although [Zn(OAc)2{RC(NH2",
author = "D.S. Bolotin and M.V. Il'in and A.S. Novikov and N.A. Bokach and V.V. Suslonov and V.Yu. Kukushkin",
note = "cited By 1",
year = "2017",
doi = "10.1039/c6nj03508f",
language = "English",
volume = "41",
pages = "1940--1952",
journal = "New Journal of Chemistry",
issn = "1144-0546",
publisher = "Royal Society of Chemistry",
number = "5",

}

RIS

TY - JOUR

T1 - Trinuclear (aminonitrone)ZnII complexes as key intermediates in zinc(II)-mediated generation of 1,2,4-oxadiazoles from amidoximes and nitriles

AU - Bolotin, D.S.

AU - Il'in, M.V.

AU - Novikov, A.S.

AU - Bokach, N.A.

AU - Suslonov, V.V.

AU - Kukushkin, V.Yu.

N1 - cited By 1

PY - 2017

Y1 - 2017

N2 - © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.Aliphatic and aromatic amidoximes RC(NH2)=NOH (R = Et, tBu, Ph, o-ClC6H4) react with Zn(OAc)2·2H2O in Me2CO giving [Zn(OAc)2{RC(NH2)=NOH}2] complexes bearing N-bound amidoximes, which are involved in a moderate strength (7.3-11.9 kcal mol-1 by the DFT calculations) intramolecular resonance-assisted hydrogen bonding between the oxime HO group and the oxo group of the acetate ligand. The complexes [Zn(OAc)2{RC(NH2)=NOH}2] react with excess Zn(OTf)2 in acetone accomplishing trinuclear species [Zn3(μ2-OAc)2{μ2-RC(NH2)=N(H)O}4(H2O)6](OTf)4 featuring both O-ligated amidoximes—stabilized in the aminonitrone tautomeric form—and bridging acetate ligands. The aminonitrone trinuclear species were also prepared directly via the reaction of the amidoximes with Zn(OTf)2 in EtOAc; ethyl acetate in this reaction plays the role of the acetate donor and OAc- is generated in situ via ZnII-mediated hydrolysis of EtOAc. Although [Zn(OAc)2{RC(NH2

AB - © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.Aliphatic and aromatic amidoximes RC(NH2)=NOH (R = Et, tBu, Ph, o-ClC6H4) react with Zn(OAc)2·2H2O in Me2CO giving [Zn(OAc)2{RC(NH2)=NOH}2] complexes bearing N-bound amidoximes, which are involved in a moderate strength (7.3-11.9 kcal mol-1 by the DFT calculations) intramolecular resonance-assisted hydrogen bonding between the oxime HO group and the oxo group of the acetate ligand. The complexes [Zn(OAc)2{RC(NH2)=NOH}2] react with excess Zn(OTf)2 in acetone accomplishing trinuclear species [Zn3(μ2-OAc)2{μ2-RC(NH2)=N(H)O}4(H2O)6](OTf)4 featuring both O-ligated amidoximes—stabilized in the aminonitrone tautomeric form—and bridging acetate ligands. The aminonitrone trinuclear species were also prepared directly via the reaction of the amidoximes with Zn(OTf)2 in EtOAc; ethyl acetate in this reaction plays the role of the acetate donor and OAc- is generated in situ via ZnII-mediated hydrolysis of EtOAc. Although [Zn(OAc)2{RC(NH2

U2 - 10.1039/c6nj03508f

DO - 10.1039/c6nj03508f

M3 - Article

VL - 41

SP - 1940

EP - 1952

JO - New Journal of Chemistry

JF - New Journal of Chemistry

SN - 1144-0546

IS - 5

ER -

ID: 7924524