Pyridine ketoximes as analytical reagents: The α and β isomers of 2,2′2-dipyridylglyoxime

Soules, D.; Holland, W. J.; Stupavsky, S.

doi:10.1007/bf01262913

Cited by 9 publications

(5 citation statements)

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“…(1E,2E)-2,2 -Dipyridylglyoxime (1) was synthesized by the method of Richardson and coworkers [16], which, in contrast to previously reported procedures [12][13][14][15], gives a single isomer of the compound. The synthesis protocol (Scheme 2) involves the reaction of 2,2 -pyridyl with hydroxylammonium chloride in the presence of an excess of sodium hydroxide.…”

Section: Resultsmentioning

confidence: 99%

“…In particular, dipyridil glyoxal dioximes (I, Scheme 1) where R = pyridine, have been used as analytical reagents and for the spectrophotometric determination of Pd II ions [12,13]. Note that oximes can exist both in the E-and Z-form [13].…”

Section: Introductionmentioning

confidence: 99%

“…Note that oximes can exist both in the E-and Z-form [13]. In addition, dipyridil glyoxal dioximes and their bisquaternary salts show the ability to reactivate inhibited cholinesterase [14] and their pharmacological activity in vitro and in vivo was tested [15].…”

Section: Introductionmentioning

confidence: 99%

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The crystal structure of (1E,2E)‐2,2′‐dipyridylglyoxime

Sabaté¹,

Delalu²

2011

Heteroatom Chemistry

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1E,2E)-2,2 -dipyridylglyoxime (1) was synthesized by a literature method involving the reaction of 2,2 -pyridyl with an excess of hydroxylammonium chloride and sodium hydroxide in distilled water. 1 was characterized by elemental analysis, melting point, mass spectrometry, and NMR ( 1 H and 13 C) spectroscopy. In addition, the crystal structure of 1 was determined by low temperature X-ray analysis. 1 crystallizes in the monoclinic space group P2 1 /n with four formula units in the unit cell and the following unit cell parameters: a = 6.269(1)Å, b = 10.258(1) A, c = 9.132(1)Å, β = 107.59(1) • , and V = 559.7(1) A 3 . Strong O· · ·N hydrogen bonds link the molecules of 1, forming three-dimensional hydrogen-bonded networks; whereas the unclassical C· · ·O hydrogen bonds result in the formation of C1,1(9) and C2,2(18) infinite chains and dimmer pairs with the graph-set descriptor R2,2(16). Lastly, the structure of 1 was fully optimized using DFT calculations p)) and the NBO and Mulliken charges were calculated at the same level of theory. C 2011 Wiley Periodicals, Inc. Heteroatom Chem 23:59-65, 2012; View this article online at wileyonlinelibrary.com.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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The crystal structure of (1E,2E)‐2,2′‐dipyridylglyoxime

Sabaté¹,

Delalu²

2011

Heteroatom Chemistry

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“…In the literature there is known one structure which contains a cyclic form of the C 12 H 10 N 4 O 2 dioxime as a di(2-pyridyl)furoxan coordinated to copper(II) (Richardson & Steel, 2000). The C 12 H 10 N 4 O 2 dioxime was initially obtained by Soules et al, (1970). Another preparating method was published by Richardson et al, (2002).…”

Section: Methodsmentioning

confidence: 99%

“…For syntheses and research on dipyridylglyoxime, see: Soules et al (1970); Richardson et al (2002). For the structure of the [ReCl 6 ] 2À ion, see: Takazawa et al (1990); Hołyń ska et al (2007).…”

Section: Related Literaturementioning

confidence: 99%

2,2′-[(1E,2E)-1,2-Bis(hydroxyimino)ethane-1,2-diyl]dipyridinium hexachloridorhenate(IV)

Krawczyk¹,

Krawczyk²,

Siczek³

et al. 2012

Acta Cryst E

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The title salt, (C12H12N4O2)[ReCl6], consists of 2,2′-[(1E,2E)-1,2-bis(hydroxyimino)ethane-1,2-diyl]dipyridinium cations and [ReCl6]2− anions which are both located on inversion centres. Each cation consists of a glyoxime moiety attached to two protonated pyridine rings in ortho positions. In the crystal, E,E isomers of the cation are observed which differ in the spatial arrangement of the pyridine rings. These rings are positionally disordered over two positions with site-occupancy factors of 0.786 (7) and 0.214 (7). The geometry of the cation is compared with that of a recently reported dipyridylglyoxime with the same configuration. The cations and anions are involved in a network of intermolecular O—H⋯Cl, N—H⋯Cl and C—H⋯Cl hydrogen bonds.

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σ‐Pyridine Coordination Compounds with Transition Metals

1985

Chemistry of Heterocyclic Compounds: A Series of Monographs

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Pyridine ketoximes as analytical reagents: The α and β isomers of 2,2′2-dipyridylglyoxime

Cited by 9 publications

References 13 publications

The crystal structure of (1E,2E)‐2,2′‐dipyridylglyoxime

The crystal structure of (1E,2E)‐2,2′‐dipyridylglyoxime

2,2′-[(1E,2E)-1,2-Bis(hydroxyimino)ethane-1,2-diyl]dipyridinium hexachloridorhenate(IV)

σ‐Pyridine Coordination Compounds with Transition Metals

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