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Palladium-catalyzed double-bond migration of unsaturated hydrocarbons accelerated by tantalum chloride†
Chemical Communications ( IF 4.3 ) Pub Date : 2019-02-07 00:00:00 , DOI: 10.1039/c9cc00223e Masahito Murai 1, 2, 3, 4, 5 , Kengo Nishimura 1, 2, 3, 4, 5 , Kazuhiko Takai 1, 2, 3, 4, 5
Chemical Communications ( IF 4.3 ) Pub Date : 2019-02-07 00:00:00 , DOI: 10.1039/c9cc00223e Masahito Murai 1, 2, 3, 4, 5 , Kengo Nishimura 1, 2, 3, 4, 5 , Kazuhiko Takai 1, 2, 3, 4, 5
Affiliation
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The operationally simple palladium-catalyzed double-bond migration without heteroatom-containing coordinating functional groups is described. Addition of TaCl5 as a second catalyst greatly enhanced the migration efficiency to provide β-alkylstyrenes through migration of up to a five-carbon chain. Both catalysts were commercially available, and the reaction occurred without external ligands under neutral conditions. The reaction proceeded via generation of π-allyl palladium species, which enabled the chemoselective double-bond migration of hydrocarbons in the presence of allylethers. Remote functionalization through double-bond migration was also demonstrated using FeCl3 as a second catalyst.
中文翻译：
氯化钽加速钯催化不饱和烃的双键迁移†
描述了操作简单的钯催化的双键迁移，而没有含杂原子的配位官能团。TaCl 5作为第二种催化剂的加入极大地提高了迁移效率，可通过迁移多达五个碳链来提供β-烷基苯乙烯。两种催化剂都是可商购的，并且在中性条件下在没有外部配体的情况下进行反应。该反应通过产生π-烯丙基钯物质进行，该反应使烯丙基醚存在下烃的化学选择性双键迁移成为可能。还使用FeCl 3作为第二催化剂证明了通过双键迁移实现的远程官能化。
更新日期：2019-02-07
中文翻译：
氯化钽加速钯催化不饱和烃的双键迁移†
描述了操作简单的钯催化的双键迁移，而没有含杂原子的配位官能团。TaCl 5作为第二种催化剂的加入极大地提高了迁移效率，可通过迁移多达五个碳链来提供β-烷基苯乙烯。两种催化剂都是可商购的，并且在中性条件下在没有外部配体的情况下进行反应。该反应通过产生π-烯丙基钯物质进行，该反应使烯丙基醚存在下烃的化学选择性双键迁移成为可能。还使用FeCl 3作为第二催化剂证明了通过双键迁移实现的远程官能化。
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