Home / Publications / First example of peroxosolvate of iodine-containing organic molecule

First example of peroxosolvate of iodine-containing organic molecule

Andrei Viktorovich Churakov 1
Andrei Viktorovich Churakov
Aleksei Viktorovich Medved'ko 2
Aleksei Viktorovich Medved'ko
Petr Valer'evich Prikhodchenko 1
Petr Valer'evich Prikhodchenko
Sergey Zurabovich Vatsadze 2
Sergey Zurabovich Vatsadze
Published 2021-04-28
CommunicationVolume 31, Issue 3, 352-355
9
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Churakov A. V. et al. First example of peroxosolvate of iodine-containing organic molecule // Mendeleev Communications. 2021. Vol. 31. No. 3. pp. 352-355.
GOST all authors (up to 50) Copy
Churakov A. V., Medved'ko A. V., Prikhodchenko P. V., Krut'ko D. P., Vatsadze S. Z. First example of peroxosolvate of iodine-containing organic molecule // Mendeleev Communications. 2021. Vol. 31. No. 3. pp. 352-355.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2021.04.023
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.023
TI - First example of peroxosolvate of iodine-containing organic molecule
T2 - Mendeleev Communications
AU - Churakov, Andrei Viktorovich
AU - Medved'ko, Aleksei Viktorovich
AU - Prikhodchenko, Petr Valer'evich
AU - Krut'ko, Dmitry Petrovich
AU - Vatsadze, Sergey Zurabovich
PY - 2021
DA - 2021/04/28
PB - Mendeleev Communications
SP - 352-355
IS - 3
VL - 31
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Churakov,
author = {Andrei Viktorovich Churakov and Aleksei Viktorovich Medved'ko and Petr Valer'evich Prikhodchenko and Dmitry Petrovich Krut'ko and Sergey Zurabovich Vatsadze},
title = {First example of peroxosolvate of iodine-containing organic molecule},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.023},
number = {3},
pages = {352--355},
doi = {10.1016/j.mencom.2021.04.023}
}
MLA
Cite this
MLA Copy
Churakov, Andrei Viktorovich, et al. “First example of peroxosolvate of iodine-containing organic molecule.” Mendeleev Communications, vol. 31, no. 3, Apr. 2021, pp. 352-355. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.023.

Keywords

3,7-diazabicyclo[3.3.1]nonane
conformation analysis
hydrogen peroxide
organoiodine compounds
peroxosolvates
X-ray diffraction study
α-halo carbonyl compounds

Abstract

Six new bispidine-based bis-amides containing residues of haloacetic acids were synthesized and characterized by X-ray crystallography. The dissolution of iodine-containing compound in concentrated hydrogen peroxide afforded bispidine peroxosolvate, in which the peroxide molecules participated in two donor hydrogen bonds with carbonyl oxygen atoms of the distinct adjacent organic molecules thus forming cyclic motifs in crystals. This structure is a first example of peroxosolvate of iodine-containing organic molecule.

References

1.
Pharmaceutical cocrystals: walking the talk
Bolla G., Nangia A.
Chemical Communications, 2016
2.
10.1016/j.mencom.2021.04.023_bib0010
Hilfiker
Polymorphism: in the Pharmaceutical Industry, 2006
3.
Pharmaceutical solvate formation for the incorporation of the antimicrobial agent hydrogen peroxide
Kersten K.M., Breen M.E., Mapp A.K., Matzger A.J.
Chemical Communications, 2018
4.
Bispidine as a Privileged Scaffold
Tomassoli I., Gündisch D.
Current Topics in Medicinal Chemistry, 2016
5.
Vatsadze S.Z., Medved’ko A.V., Bodunov A.A., Lyssenko K.A.
Mendeleev Communications, 2020
6.
Piperazine-Based N4-Type 16-Membered Macroheterocycles and Their Nickel(II) Complexes
Vatsadze S.Z., Krut’ko D.P., Blake A.J., Mountford P.
Macroheterocycles, 2017
7.
Lavrov M.I., Veremeeva P.N., Karlov D.S., Zamoyski V.L., Grigoriev V.V., Palyulin V.A.
Mendeleev Communications, 2019
8.
Synthesis and structure of novel perfluorinated iodinanes
Montanari V., DesMarteau D.D., Pennington W.T.
Journal of Molecular Structure, 2000
10.
Syntheses, structures, and stabilities of aliphatic and aromatic fluorous iodine(I) and iodine(III) compounds: the role of iodine Lewis basicity
Mukherjee T., Biswas S., Ehnbom A., Ghosh S.K., El-Zoghbi I., Bhuvanesh N., Bazzi H.S., Gladysz J.A.
Beilstein Journal of Organic Chemistry, 2017
11.
Synthesis, Structure, and Reactions of a Tricoordinate 1,2-Iodoxetane
Kawashima T., Hoshiba K., Kano N.
Journal of the American Chemical Society, 2001
13.
1-[Hydroxy(sulfonyloxy)iodo]-1H,1H-perfluoroalkanes:  Stable, Fluoroalkyl Analogs of Koser's Reagent
15.
Iodomethane Oxidation by Dimethyldioxirane:  A New Route to Hypoiodous Acid and Iodohydrines
Asensio G., Andreu C., Boix-Bernardini C., Mello R., González-Nuñez M.E.
Organic Letters, 1999
16.
Oxidative Cyclization of Iodo Ketones. Synthesis of 6-Oxa-5α-pregnane-3,20-dione
Nicoletti D., Ghini A.A., Burton G.
Journal of Organic Chemistry, 1996
17.
Copper-Bispidine Complexes: Synthesis and Complex Stability Study
Medved’ko A.V., Egorova B.V., Komarova A.A., Rakhimov R.D., Krut’ko D.P., Kalmykov S.N., Vatsadze S.Z.
ACS Omega, 2016
18.
Synthesis of 3,7-diacyl-1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonane derivatives as promising lipid bilayer modifiers
Veremeeva P.N., Grishina I.V., Zaborova O.V., Averin A.D., Palyulin V.A.
Tetrahedron, 2019
19.
Conformational Study of N,N′-Diacyl Bispidines and Dioxo Bis-bispidines: Planar Chirality and Molecular Switching
20.
10.1016/j.mencom.2021.04.023_bib0100
Groom
Acta Crystallogr., 2016
21.
Supramolecular organogels based on N-benzyl, N′-acylbispidinols
Medved’ko A., Dalinger A., Nuriev V., Semashko V., Filatov A., Ezhov A., Churakov A., Howard J., Shiryaev A., Baranchikov A., Ivanov V., Vatsadze S.
Nanomaterials, 2019
22.
Hydrogen Peroxide Insular Dodecameric and Pentameric Clusters in Peroxosolvate Structures
Grishanov D.A., Navasardyan M.A., Medvedev A.G., Lev O., Prikhodchenko P.V., Churakov A.V.
Angewandte Chemie - International Edition, 2017
23.
Cyclic dipeptide peroxosolvates: First direct evidence for hydrogen bonding between hydrogen peroxide and a peptide backbone
Churakov A.V., Grishanov D.A., Medvedev A.G., Mikhaylov A.A., Tripol'skaya T.A., Vener M.V., Navasardyan M.A., Lev O., Prikhodchenko P.V.
CrystEngComm, 2019
24.
Peroxosolvates: Formation criteria, H2O2 hydrogen bonding, and isomorphism with the corresponding hydrates
Chernyshov I.Y., Vener M.V., Prikhodchenko P.V., Medvedev A.G., Lev O., Churakov A.V.
Crystal Growth and Design, 2016
25.
A short history of SHELX
Sheldrick G.M.
Acta Crystallographica Section A Foundations of Crystallography, 2007