Untitled

Kanibolotskii, A. L.; Mikhailov, V. A.; Savëlova, V. A.

doi:10.1023/a:1012314609647

Cited by 6 publications

(5 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A similar formation of hydrogen tribromide salts is not unusual and described in the literature [11,12].…”

Section: Resultssupporting

confidence: 70%

“…The reaction of the product formation from 4-chloroquinoline N-oxide and molecular bromine is likely to proceed in three stages: (1) the formation of the molecular complex of N-oxide with bromine in the solution [10]; (2) the formation of bis(4-chloroquinoline-N-oxide)bromine tribromide [11]; (3) the transformation of bis(4-chloroquinoline-N-oxide)bromine tribromide into bis(4-chloroquinoline-N-oxide)hydrogen tribromide.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Conformational and structural analysis of bis(4-chloroquinoline-N-oxide)hydrogen tribromide

2015

View full text Add to dashboard Cite

The X-ray diffraction and conformational study of bis(4-chloroquinoline-N-oxide)hydrogen tribromide is performed. Two conformations corresponding to the minima on the energy curve are found by DFT using the ABINIT software. The model of one of the conformers generally matches with the structure determined experimentally for this compound using X-ray diffraction. In both instances, the structure with the dihedral angle (quinoline -N-O-H) close to 90° is most favorable, which is explained in terms of resonance theory and steric factors. It is concluded that oxygen atoms in the complex are in the sp 3 hybridization state and the sp 2 hybrid state of the oxygen atom is not possible here due to steric factors.

show abstract

“…A similar formation of hydrogen tribromide salts is not unusual and described in the literature [11,12].…”

Section: Resultssupporting

confidence: 70%

Section: Resultsmentioning

confidence: 99%

Conformational and structural analysis of bis(4-chloroquinoline-N-oxide)hydrogen tribromide

2015

View full text Add to dashboard Cite

show abstract

“…The bromination of imidazolium cations reportedly occurs in the 4,5-positions [36], but since bromination of 1-hydroxyimidazole-3-oxide gave the 2-bromo derivative [37], we anticipated that in our case halogenation would also yield the 2-halogenoimidazolium salts as functionalized building blocks for further derivatization. Thus, addition of bromine to an aqueous solution of 1,3-dialkoxyimidazolium salts 3a or 5a resulted at first in precipitation of an adduct of yet unknown composition which upon further addition of bromine and sodium carbonate proceeded to give the desired 2-bromoimidazolium salts 6a and 7a.…”

Section: Resultsmentioning

confidence: 99%

N,N'-Di(alkyloxy)imidazolium Salts: New Patent-free Ionic Liquids and NHC Precatalysts

Laus¹,

Schwärzler²,

Schuster³

et al. 2007

Zeitschrift Für Naturforschung B

View full text Add to dashboard Cite

1-Hydroxyimidazole-3-oxides (2-H, 2-Me) were alkylated with (RO) 2 SO 2 (R = Me, Et) to give the new 1,3-di(alkyloxy)imidazolium cations which were isolated as hexafluorophosphates. Ion metathesis yielded new hydrophobic ionic liquids (bis(trifluoromethanesulfonyl)imides, tris(pentafluoroethyl)trifluorophosphates). Bromination afforded 2-bromo derivatives which were converted to Ni and Pd N-heterocyclic carbene complexes by oxidative insertion. Fifteen crystal structures were determined by X-ray diffraction. The N-alkyloxy groups are twisted out of the imidazole ring plane and adopt either syn or anti conformations in the solid state.

show abstract

“…The preparation and purification of dibromobromates I-IV were described in our previous work [12]. Solvent purification was described in our earlier work [29].…”

Section: Methodsmentioning

confidence: 99%

Reversible dissociation of dibromobromates in organic solvents

et al. 2008

View full text Add to dashboard Cite

A study was carried out on the reversible decomposition of dibromobromate anions in organic solvents and we found the equilibrium constants for the processes responsible for the distribution of active halogen and hydrogen halide between their different forms in solution. The capacity of the solvent to form hydrogen bonds with the bromide anion, the feasibility of forming a molecular complex with bromine, and the structure of the cation (in solutions with low ionizing capacity) were all found to affect the reversible decomposition of the dibromobromate anion.Organic salts with the dibromobromate anion, Br 3 − , have a set of unique properties, which open the way for their use in a very broad variety of applications [1]. The vapor pressure of bromine above solid crystalline dibromobromates is very low. Many of these salts are suitable for prolonged storage and safe for handling. Numerous studies have shown that the applicability of dibromobromates as electrolyte components for chemical power sources and materials for water purification, brominating agents differing from elemental bromine in their reaction mechanism [2, 3]. The profound differences in the reaction mechanisms of dibromobromates and bromine are seen in differing kinetic behavior, smaller reactivity and greater selectivity in the dibromobromate reactions [4][5][6]. However, there is a special feature in the behavior of dibromobromate solutions, which can cancel out all their advantages relative to molecular bromine. These complexes are capable of reversible dissociation in solution to give bromide anion and molecular bromine [1]. The state of these complexes has been studied in greatest detail for aqueous solution [1, 7-9]. There have been fewer measurements for solutions in organic solvents. Such measurements have far from always been the major concern in these studies. This perhaps accounts for the circumstance that determinations of equilibrium constants and even extinction coefficients do not always agree with one another. The formation of dibromobromates from bromide anion and bromine molecules may reliably be considered to be an exothermal [9], rapid [10] and equilibrium [1] reaction. The equilibrium constants vary in a very broad range depending on the solvent [11]. We can clearly imagine that the concentration of molecular bromine in the case of considerable dissociation of the dibromobromate anion becomes sufficient so that the contribution of the reaction involving bromine, which is much more reactive in many bromination reactions [3][4][5], becomes predominant. The advantages of using dibromobromates in this case would be eliminated. Hence, knowledge of the state of dibromobromate anions in solution is important for the application of these salts. We previously proposed bis(N,N-dimethylacetamide) hydrogen dibromobromate for use as an efficient brominating agent and component in compositions for the decomposition of toxic pollutants [12]. Not only the anion but also the cation is complex in this compound, which introduces additional complexit...

show abstract

Untitled

Cited by 6 publications

References 1 publication

Conformational and structural analysis of bis(4-chloroquinoline-N-oxide)hydrogen tribromide

Conformational and structural analysis of bis(4-chloroquinoline-N-oxide)hydrogen tribromide

N,N'-Di(alkyloxy)imidazolium Salts: New Patent-free Ionic Liquids and NHC Precatalysts

Reversible dissociation of dibromobromates in organic solvents

Contact Info

Product

Resources

About