| | 1 | Author
| HerbertW. Roesky, KaveripatnamS. Dhathathreyan, Mathias Noltemeyer, GeorgeM. Sheldrick | Requires cookie* | | | Title
| Reactions of the Hexafluorothioacetone Dimer with Cyanides of Phosphorus, Arsenic and Germanium  | | | | Abstract
| Cyanides such as P(CN) 3 , As(CN) 3 , PhP(CN) 2 , Bu'As(CN) 2 and Ge(CN) 4 react with [(CF 3) 2 CS] 2 (1) by insertion of the carbon atom of the /so-nitrile isomer into the four-mem-bered [CS] 2 ring to give compounds PR 3 (2), AsR 3 (3), FP(S)R 2 (4), PhP(S)R^ (5), Bu'AsR^ (6) and GeR 4 (7) respectively, where R' is the novel heterocyclic ligand —N=C—S—C(CF 3) 2 —S —C(CF 3) 2 . The crystal structures of 3 and 7 are reported. | | | |
Reference
| Z. Naturforsch. 40b, 240—246 (1985); received September 19/October 25 1984 | | | |
Published
| 1985 | | | |
Keywords
| Crystal Structure, Hexafluorothioacetone, Nitriles, Heterocyclics | | | |
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| default:Reihe_B/40/ZNB-1985-40b-0240.pdf | | | | Identifier
| ZNB-1985-40b-0240 | | | | Volume
| 40 | |
| 2 | Author
| H. Erbert, W. Roesky, Mathias Noltem, GeorgeM. Sheldrick | Requires cookie* | | | Title
| Synthese und Struktur des Trifluoracetyldicyanomethanids Synthesis and Structure of Trifluoroacetyldicyanom ethanide | | | | Abstract
| A suspension of NaCN in CH3CN was treated with excess of C2F4. The resulting red solution was evaporated to dryness and a red amorphous solid remained. One part of this solid was dissolved in water and a solution of Ph4AsCl was added. During the work-up procedure two salts were isolated, yellow [Ph4A s'][C F 3C (0)C (C N)2~] l a and red [Ph4A s+][(NC)2CC(CN)C(F)NC(CN)2_] 2a. The products were characterized on the basis of field desorption mass spectroscopy for positive and negative ions, l a was further characterized by an X-ray single crystal investigation. | | | |
Reference
| Z. Naturforsch. 40b, 883 (1985); eingegangen am 7. März 1985 | | | |
Published
| 1985 | | | |
Keywords
| X-Ray, Carbanion, Fluorine, Nitrile | | | |
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| default:Reihe_B/40/ZNB-1985-40b-0883.pdf | | | | Identifier
| ZNB-1985-40b-0883 | | | | Volume
| 40 | |
| 3 | Author
| Maria Konieczny, George Sosnovsky | Requires cookie* | | | Title
| | | | | Abstract
| Imidazolides of phosphorus 7, 9, and 13 are, in most cases, superior Pio)(f0)3 <O^op(oi(f0)2 (©-O.2P(O,N^ | | | |
Reference
| Z. Naturforsch. 33b, 1033—1039 (1978); received June 2 1978 | | | |
Published
| 1978 | | | |
Keywords
| Aldoximes, Nitriles, Phosphoroimidazolides, Phosphorochloridates, Nitroxyl Radical | | | |
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| default:Reihe_B/33/ZNB-1978-33b-1033.pdf | | | | Identifier
| ZNB-1978-33b-1033 | | | | Volume
| 33 | |
| 5 | Author
| George Sosnovsky, JamesA. Krogh | Requires cookie* | | | Title
| in the Conversion of Aldoximes to Nitriles | | | | Abstract
| The comparative usefulness of six sulfur, sulfenyl, selenenyl, and seleninyl chlorides towards aldoximes in the presence of a base were examined under similar reaction condi-tions. The reactions of aromatic aldoximes with either sulfur dichloride (1), sulfur mono-chloride (2), or trichloromethane sulfenyl chloride (3) in either ether or chloroform at 23-35 °C after one hour resulted in 60-84% yields of nitriles. Under the same conditions, the reactions of aliphatic aldoximes with either 1, 2, or 3 gave mixtures of products, while at —40 to —30 °C, 15-22% yields of aliphatic nitriles were obtained. The reactions of aliphatic and aromatic oximes with either benzenesulfenyl chloride (4), benzene-selenenyl chloride (5), or benzeneseleninyl chloride (6) produced after fifteen minutes to three hours the corresponding nitriles in 71-96% yields at 23-35 °C. In recent years a variety of reagents liave been considered for the transformation of aldoximes to nitriles [1], Due to deficiencies in some respects, such as, low yields, expensive or not readily available reagents, harsh reaction conditions, or, perhaps, most importantly, a lack of generality for both aliphatic and aromatic aldoximes, the search for mild, generally applicable methods continues. Recently, we reported [1-3] two such methods, using selenium dioxide in chloroform [1], and phosphorus imidazolides [2-3]. In connection with this work we have also investigated the scope and limitations of a number of readily accessible sulfur and selenium chlorides in the conversion of aldoximes to nitriles. In the literature one finds only a few reports on the use of chlorinated sulfur compounds in the transformation of aldoximes to nitriles. Thus, thionyl chloride was used successfully in only one case to produce 3-cyanoindole from the correspond-ing aldoxime [4]. The reactions of arylsulfonyl chlorides with substituted aromatic aldoximes resulted in mixtures of nitriles and isonitriles [5]. The reaction of para-chlorophenyl chlorothiofor-mate [6] gave high yields of aromatic nitriles. Chlorosulfonium salts [7], andphenylchlorosulfite [8] appear to be generally applicable, but are not readily available. | | | |
Reference
| Z. Naturforsch. 34b, 511—515 (1979); received November 28 1978 | | | |
Published
| 1979 | | | |
Keywords
| Sulfur Chlorides and Disulfides, Conversion of Aldehydes to Nitriles, Selenium Chlorides and Diselenides, Nitriles, Aldoximes | | | |
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| default:Reihe_B/34/ZNB-1979-34b-0511.pdf | | | | Identifier
| ZNB-1979-34b-0511 | | | | Volume
| 34 | |
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