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Photoinduced electron-transfer reaction of α-bromomethyl-substituted benzocyclic β-keto esters with amines: selective reaction pathways depending on the nature of the amine radical cations
http://hdl.handle.net/10191/31006
http://hdl.handle.net/10191/310060e8c6df8-0cbf-4479-a5a7-bf47663ea6a5
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
39_1_247-267.pdf (948.9 kB)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2014-12-11 | |||||
| タイトル | ||||||
| タイトル | Photoinduced electron-transfer reaction of α-bromomethyl-substituted benzocyclic β-keto esters with amines: selective reaction pathways depending on the nature of the amine radical cations | |||||
| タイトル | ||||||
| タイトル | Photoinduced electron-transfer reaction of α-bromomethyl-substituted benzocyclic β-keto esters with amines: selective reaction pathways depending on the nature of the amine radical cations | |||||
| 言語 | en | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | Photoinduced electron-transfer | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | α-Bromomethyl-substituted benzocyclic β-keto esters | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | Tertiary amines | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | Radical ions | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | Dowd–Beckwith ring-expansion | |||||
| 資源タイプ | ||||||
| 資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
| 資源タイプ | journal article | |||||
| 著者 |
Hasegawa, Eietsu
× Hasegawa, Eietsu× Tosaka, Emi× Yoneoka, Akira× Tamura, Yukinobu× Takizawa, Shin-ya× Tomura, Masaaki× Yamashita, Yoshiro |
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| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | Photoinduced electron-transfer reaction of α-bromomethyl-substituted benzocyclic β-keto esters with tertiary amines was investigated. Debrominated β-keto esters and ring-expanded γ-keto esters were obtained as major products. On the basis of mechanistic experiments it was concluded that these products are formed via a reaction sequence of selective carbon–bromine bond cleavage and subsequent competitive hydrogen abstraction and Dowd–Beckwith ring-expansion of the resulting primary alkyl radicals. The characteristic product distribution observed for the type of amine used is rationalized on the basis of selective reaction pathways of generated radical intermediates that depend on the nature of the amine radical cations. | |||||
| 書誌情報 |
Research on Chemical Intermediates en : Research on Chemical Intermediates 巻 39, 号 1, p. 247-267, 発行日 2013-01 |
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| 出版者 | ||||||
| 出版者 | Springer Verlag | |||||
| ISSN | ||||||
| 収録物識別子タイプ | ISSN | |||||
| 収録物識別子 | 09226168 | |||||
| 書誌レコードID | ||||||
| 収録物識別子タイプ | NCID | |||||
| 収録物識別子 | AA10679655 | |||||
| DOI | ||||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | info:doi/10.1007/s11164-012-0646-2 | |||||
| 権利 | ||||||
| 権利情報 | Copyright(C)2013 Springer Verlag | |||||
| 著者版フラグ | ||||||
| 値 | author | |||||
