Bildung und fragmentierung von cycloalkeno-1,2,3-selenadiazolen

Meier, Herbert; Voigt, Erika

doi:10.1016/0040-4020(72)80068-1

Cited by 114 publications

(37 citation statements)

References 13 publications

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“…Thermal decomposition of 1,2,3-selenadiazoles has been described to proceed either via formation of an intermediate selenaketocarbene or by the formation of a dimerized compound, 1,4-diselenine and both these reactions have been studied in the past [20]. We have previously observed [21] that selenadiazole, when heated under inert atmosphere, slowly decomposes to release free selenium (Scheme 1) and, upon excessive decomposition, organic cycloalkyne molecule may also form.…”

Section: Resultsmentioning

confidence: 97%

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Novel synthesis of silver selenide nano-powder from silver nitrate and organo-selenium compound

Khanna

Das

2004

Materials Letters

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Section: Resultsmentioning

confidence: 97%

“…Cyclohepteno-1,2,3-Selenadiazole was synthesized by previously described method that is similar to the preparation of its 8-member counterpart [20] and the synthesis of silver selenide powder from it was done as described below: The solvent, ethylene glycol (AR grade), was obtained commercially and used as received.…”

Section: Methodsmentioning

confidence: 99%

Novel synthesis of silver selenide nano-powder from silver nitrate and organo-selenium compound

Khanna

Das

2004

Materials Letters

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“…During the thermal decomposition [21] of alkeno-1,2,3-selenadiazole either a selenium atom may be extruded to yield an alkyne, i.e., cyclooctyne (a) or dimerization may lead to the formation of 1,4-diselenin (b) (Scheme 1). Thus alkeno-1,2,3-selenadiazoles are able to generate highly reactive selenium species (the red form).…”

Section: Resultsmentioning

confidence: 99%

“…Cycloocteno-1,2,3-selenadiazole (4,5,6,7,8,9-hexahydrocycloocta-1,2,3-selenadiazole) was prepared as described in the lit- [21]. Mercury acetate (AR grade, Qualigens, India), was purchased commercially and used as received.…”

Section: Generalmentioning

confidence: 99%

Nano-sized HgSe powder: Single-step preparation and characterization

Singh

Patil

Khanna

2007

Materials Science and Engineering: B

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“…Cycloocteno-1,2,3-selenadiazole, first prepared by Meier & Voigt (1972), reacts with iodomethane to yield the 3-methyl-substituted selenadiazolium iodide. Crystals with this cation have been obtained with a 2/1 mixture of iodide and triiodide anions (Schollmeyer & Detert, 2016).…”

Section: Structure Descriptionmentioning

confidence: 99%

3-Methyl-4,5,6,7,8,9-hexahydrocycloocteno-1,2,3-selenadiazolium iodide–trichloromethane (4/1)

Schollmeyer

Detert

2017

IUCr Data

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The title solvated salt, 4C 9 H 15 N 2 Se + Á4I À ÁCHCl 3 , co-crystallizes with chloroform. The asymmetric unit contains four very similar ion pairs and one solvent molecule. In the crystal, layers of parallel chloroform-filled channels formed by two different ion pairs alternate with layers formed by the other two ion pairs. Disorder is observed for some C and H atoms in two of the cations with occupancy ratios of 0.68:0.32 and 0.62:0.38. Structure description1,2,3-Selenadiazoles are useful precursors for strained cycloalkynes (Bissinger et al., 1988;Detert & Meier, 1997). Cycloocteno-1,2,3-selenadiazole, first prepared by Meier & Voigt (1972), reacts with iodomethane to yield the 3-methyl-substituted selenadiazolium iodide. Crystals with this cation have been obtained with a 2/1 mixture of iodide and triiodide anions (Schollmeyer & Detert, 2016). Here, the only anion is iodide, but the compound co-crystallizes with 1/4 chloroform molecules per ion pair. The molecular geometries of the cations reported here and in the previous article are nearly identical.The asymmetric unit (Fig. 1) is composed of four slightly different ion pairs of the title compound and one chloroform molecule. The cations A, B, and C are very similar, differing from cation D. All cations adopt an l-type shape, but the conformation at C6-C7 of the hexamethylene tether is inverted in D. All heterocyclic rings are identical, with a maximum deviation of 0.02 Å at N2(A) from the mean plane.In all ion pairs, the shortest distance between the iodide and the cation is to atom N2 of the selenadiazolium ring: N2AÁ Á ÁI2 = 3.869 (9) Å , N2B Á Á ÁI1= 3.287 (9) Å , N2CÁ Á ÁI3 = 3.754 (8) Å and N2DÁ Á ÁI4 = 3.768 (9) Å . Only N1C has a comparable distance to the next iodide: N1CÁ Á ÁI3 = 3.784 (9) Å . The shortest spacing between iodide ions are I1Á Á ÁI4 = 6.042 (1) Å and I4Á Á ÁI4 = 5.940 (2) Å .

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Bildung und fragmentierung von cycloalkeno-1,2,3-selenadiazolen

Cited by 114 publications

References 13 publications

Novel synthesis of silver selenide nano-powder from silver nitrate and organo-selenium compound

Novel synthesis of silver selenide nano-powder from silver nitrate and organo-selenium compound

Nano-sized HgSe powder: Single-step preparation and characterization

3-Methyl-4,5,6,7,8,9-hexahydrocycloocteno-1,2,3-selenadiazolium iodide–trichloromethane (4/1)

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