関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1,10-Phenanthroline | HCID 1318 | — |
| 反応物 | Iodobenzene | HCID 11575 | — |
| 反応物 | 2,9-Dimethyl-1,10-phenanthroline | HCID 65237 | — |
| 反応物 | Benzeneselenol | HCID 69530 | — |
| 反応物 | Sodium t-butoxide | HCID 23676156 | — |
| 触媒 | CuI neocuproine | HCID 86760266 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Benzene, 1,1'-selenobis- | HCID 14333 | — |
反応手順
In a similar manner, the cross-coupling reaction between aryl iodides and phenyl selenol was initially investigated using 10 mol % CuI/neocuproine with NaOt-Bu as the base and toluene as the solvent. Using this protocol, in 24 h, the reaction between iodobenzene and phenyl selenol was complete. If in the reaction protocol neocuproine was replaced by phenanthroline, diphenyl selenide was obtained in a lower yield (70% by GC). Moreover, the reaction with the well-defined complex Cu-(neocuproine)(PPh3)Br showed complete conversion to the product after the same period of time. Use of CuI/neocuproine as catalyst, instead of the well-defined Cu(neocuproine)(PPh3)Br, dispenses with the need to synthesize the complex and the results are comparable. The effect of the base on such reactions (see Table 4).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07112697B1 |
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| 出典データセット | uspto-grants-2006_09 |
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| ORD ID | ord-b6e56939b33641dfadc6d291d35e4c94 |
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| 出典メモ | uspto-grants-2006_09 |
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