Preparation of S<sub>RN</sub>1-Type Coupling Adducts from Aliphatic <em>gem</em>-Dinitro Compounds in Ionic Liquids
S<sub>RN</sub>1-type coupling adducts are readily prepared by the reaction between a-sulfonylesters or a-cyanosulfones and <em>gem</em>-dinitro compounds in ionic liquids. The reactions progress smoothly and recovered ionic liquids can be used...
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| Format: | Article |
| Language: | English |
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MDPI AG
2012-04-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/17/5/4782 |
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| author | Seiichi Toyoshima Akio Kamimura |
| author_facet | Seiichi Toyoshima Akio Kamimura |
| author_sort | Seiichi Toyoshima |
| collection | DOAJ |
| description | S<sub>RN</sub>1-type coupling adducts are readily prepared by the reaction between a-sulfonylesters or a-cyanosulfones and <em>gem</em>-dinitro compounds in ionic liquids. The reactions progress smoothly and recovered ionic liquids can be used for several iterations, as long as they are washed with water to remove alkali metallic salts. The reaction rate is slower than the corresponding S<sub>RN</sub>1 reaction in DMSO, but no acceleration on irradiation or no inhibition in the presence of m-DNB are observed. |
| first_indexed | 2024-12-13T06:55:17Z |
| format | Article |
| id | doaj.art-ba619a75e4b04429af46a61a311a9984 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-13T06:55:17Z |
| publishDate | 2012-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-ba619a75e4b04429af46a61a311a99842022-12-21T23:56:03ZengMDPI AGMolecules1420-30492012-04-0117547824790Preparation of S<sub>RN</sub>1-Type Coupling Adducts from Aliphatic <em>gem</em>-Dinitro Compounds in Ionic LiquidsSeiichi ToyoshimaAkio KamimuraS<sub>RN</sub>1-type coupling adducts are readily prepared by the reaction between a-sulfonylesters or a-cyanosulfones and <em>gem</em>-dinitro compounds in ionic liquids. The reactions progress smoothly and recovered ionic liquids can be used for several iterations, as long as they are washed with water to remove alkali metallic salts. The reaction rate is slower than the corresponding S<sub>RN</sub>1 reaction in DMSO, but no acceleration on irradiation or no inhibition in the presence of m-DNB are observed.http://www.mdpi.com/1420-3049/17/5/4782S<sub>RN</sub>1-type adductsionic liquidsnitro compoundskinetics |
| spellingShingle | Seiichi Toyoshima Akio Kamimura Preparation of S<sub>RN</sub>1-Type Coupling Adducts from Aliphatic <em>gem</em>-Dinitro Compounds in Ionic Liquids Molecules S<sub>RN</sub>1-type adducts ionic liquids nitro compounds kinetics |
| title | Preparation of S<sub>RN</sub>1-Type Coupling Adducts from Aliphatic <em>gem</em>-Dinitro Compounds in Ionic Liquids |
| title_full | Preparation of S<sub>RN</sub>1-Type Coupling Adducts from Aliphatic <em>gem</em>-Dinitro Compounds in Ionic Liquids |
| title_fullStr | Preparation of S<sub>RN</sub>1-Type Coupling Adducts from Aliphatic <em>gem</em>-Dinitro Compounds in Ionic Liquids |
| title_full_unstemmed | Preparation of S<sub>RN</sub>1-Type Coupling Adducts from Aliphatic <em>gem</em>-Dinitro Compounds in Ionic Liquids |
| title_short | Preparation of S<sub>RN</sub>1-Type Coupling Adducts from Aliphatic <em>gem</em>-Dinitro Compounds in Ionic Liquids |
| title_sort | preparation of s lt sub gt rn lt sub gt 1 type coupling adducts from aliphatic lt em gt gem lt em gt dinitro compounds in ionic liquids |
| topic | S<sub>RN</sub>1-type adducts ionic liquids nitro compounds kinetics |
| url | http://www.mdpi.com/1420-3049/17/5/4782 |
| work_keys_str_mv | AT seiichitoyoshima preparationofsltsubgtrnltsubgt1typecouplingadductsfromaliphaticltemgtgemltemgtdinitrocompoundsinionicliquids AT akiokamimura preparationofsltsubgtrnltsubgt1typecouplingadductsfromaliphaticltemgtgemltemgtdinitrocompoundsinionicliquids |