Potassium and Sodium Selenocyanates

Waitkins, G. R.; Shutt, R.; McReynolds, James P.; McFadden, Robert L.

doi:10.1002/9780470132333.ch56

Cited by 34 publications

(7 citation statements)

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“…Silica gel 230–400 mesh was used. (NBu 4 )[ReOCl 4 ] and (NBu 4 )[ 99 TcOCl 4 ] were prepared by standard procedures. , The ligands were prepared according to previously reported methods. , KS 13 CN was prepared from K 13 CN (99% isotopic purity) by modification of a literature procedure . The product was diluted with nonlabeled potassium thiocyanate to about 10% 13 C-enrichment and used without further treatment in the synthesis of the 13 C-labeled ligands.…”

Section: Methodsmentioning

confidence: 99%

Effect of Fluorination on the Structure and Anti-Trypanosoma cruzyActivity of Oxorhenium(V) Complexes withS,N,S-Tridentate Thiosemicarbazones and Benzoylthioureas. Synthesis and Structures of Technetium(V) Analogues

et al. 2019

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A series of 16 “3 + 2” mixed-ligand complexes of the general composition [ReO(L1)(L2)] (H2L1a–H2L1d = tridentate thiosemicarbazones having a phenyl group with 4-H, 4-F, 3,5-di-F, and 4-CF3 substituents; HL2a–HL2d = bidentate N,N-diethyl-N′-benzoylthioureas with 4-H, 4-F, 3,5-di-F, and 4-CF3 substituents at the benzoyl groups) have been synthesized and characterized by spectroscopic methods and X-ray diffraction. Irrespective of the individual fluorine substitution, the complexes are stable and possess the same general structure. Some systematic electronic effects of the fluorine-substitution patterns of the ligands have been found on the 13C NMR chemical shifts of the N–CN carbon atoms of the {L1}2– and the CO carbon atoms of the {L2}− ligands. Antiparasitic properties of the rhenium complexes have been tested against epimastigotes and trypomastigotes forms of two Trypanosoma cruzi strains and the amastigotes form of one of them. The results of this study indicate that the activity of the rhenium complexes can clearly be modulated by fluorine substitution of their ligands. Some of the fluorinated compounds show a high activity against epimastigotes and trypomastigotes forms of the parasites. Reactions between (NBu4)[TcOCl4] and two representatives of the fluorinated ligands (H2L1b, 4-F-substituted, and H2L1c, 4-CF3-substituted) form stable complexes of the composition [TcOCl(L1b)] and [TcOCl(L1c)]. Subsequent reactions of these products with HL2b (4-F-substituted) give the corresponding [TcO(L1)(L2)] mixed-ligand complexes. Also, the technetium compounds are stable as solids and in solutions and have structures corresponding to those of their rhenium analogues.

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Section: Methodsmentioning

confidence: 99%

Effect of Fluorination on the Structure and Anti-Trypanosoma cruzyActivity of Oxorhenium(V) Complexes withS,N,S-Tridentate Thiosemicarbazones and Benzoylthioureas. Synthesis and Structures of Technetium(V) Analogues

et al. 2019

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“…However, such M−C insertion reactions of selenium are not unprecedented for alkynyls M(‐C≡C‐R) n with R≠H and M=Li, Cd and their vinylidene tautomers with M=Rh . KSeCN is also easily prepared by reacting grey selenium with a melt of KCN . Nonetheless, it is remarkable that selenium is already inserted into the ionic A I ⋅⋅⋅C bond of A I C 2 H at temperatures of approx.…”

Section: Figurementioning

confidence: 99%

A^ISeC₂H (A^I=K, Rb, Cs): Crystalline Compounds with the Elusive ⁻Se‐C≡C‐H Anion

2018

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By reaction of alkali metal acetylides, AIC2H (AI=K, Rb, Cs), with elemental selenium in liquid ammonia highly crystalline powders of AISeC2H were obtained. The structure analysis based on the resulting synchrotron powder diffraction data revealed that all compounds crystallize in an orthorhombic unit cell (Cmc21, Z=4) exhibiting the elusive −SeC2H anion, which is unprecedented in a crystalline compound up to now. Elemental analysis and IR spectroscopic data confirm this finding. Upon heating, AISeC2H compounds release acetylene based on DSC/TGA experiments resulting in powders with the proposed composition AI2Se2(C2). The resulting powders were indexed with small cubic unit cells, but a reasonable structural model could not be developed up to now. Upon exposure of AISeC2H compounds to water elemental selenium is formed again.

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“…First, potassium selenocyanate is commercially available but expensive. A commonly cited method for preparing it involves heating a mixture of potassium cyanide and selenium metal to a melt, which is then cooled and processed . We found that addition of potassium cyanide to a suspension of selenium in methanol leads to a mild exothermic reaction that is complete in 30–60 min, giving a pale-gray turbid reaction mixture containing the potassium selenocyanate, which can be used without isolation or purification .…”

Section: Resultsmentioning

confidence: 96%

“…The residual orange oil was purified by short-path distillation to give 1,2-dioctyldiselane ( 3a ) (72.75 mmol, 97%) as an orange oil. Bp: 150–155 °C/0.03 mmHg (lit . bp 197–205 °C/3 mmHg).…”

Section: Methodsmentioning

confidence: 99%

A Scalable Process for the Synthesis of 1,2-Dialkyldiselanes and 1-Alkaneselenols

Cooksey

Kocieński

Blacker

2019

Org. Process Res. Dev.

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A four-step telescoped process for the synthesis of 1-alkaneselenols entails (1) the rapid formation of potassium selenocyanate from potassium cyanide and selenium in methanol, (2) the nucleophilic substitution of bromoalkanes or alkyl tosylates with potassium selenocyanate, (3) the mild base-catalyzed conversion of the resultant 1-alkaneselenocyanates to 1,2dialkyldiselanes (the Krief reaction), and (4) the reduction of the resultant 1,2-dialkyldiselanes with hypophosphorous acid to give the desired 1-alkaneselenols. The process has been used to produce 1octaneselenol on a 10.4 mol scale. Nine examples of the process are described.

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Potassium and Sodium Selenocyanates

Cited by 34 publications

References 0 publications

Effect of Fluorination on the Structure and Anti-Trypanosoma cruzyActivity of Oxorhenium(V) Complexes withS,N,S-Tridentate Thiosemicarbazones and Benzoylthioureas. Synthesis and Structures of Technetium(V) Analogues

Effect of Fluorination on the Structure and Anti-Trypanosoma cruzyActivity of Oxorhenium(V) Complexes withS,N,S-Tridentate Thiosemicarbazones and Benzoylthioureas. Synthesis and Structures of Technetium(V) Analogues

A^ISeC₂H (A^I=K, Rb, Cs): Crystalline Compounds with the Elusive ⁻Se‐C≡C‐H Anion

A Scalable Process for the Synthesis of 1,2-Dialkyldiselanes and 1-Alkaneselenols

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Potassium and Sodium Selenocyanates

Cited by 34 publications

References 0 publications

Effect of Fluorination on the Structure and Anti-Trypanosoma cruzyActivity of Oxorhenium(V) Complexes withS,N,S-Tridentate Thiosemicarbazones and Benzoylthioureas. Synthesis and Structures of Technetium(V) Analogues

Effect of Fluorination on the Structure and Anti-Trypanosoma cruzyActivity of Oxorhenium(V) Complexes withS,N,S-Tridentate Thiosemicarbazones and Benzoylthioureas. Synthesis and Structures of Technetium(V) Analogues

AISeC2H (AI=K, Rb, Cs): Crystalline Compounds with the Elusive −Se‐C≡C‐H Anion

A Scalable Process for the Synthesis of 1,2-Dialkyldiselanes and 1-Alkaneselenols

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A^ISeC₂H (A^I=K, Rb, Cs): Crystalline Compounds with the Elusive ⁻Se‐C≡C‐H Anion