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- Title
Efficient Synthesis and Versatile Reactivity of Porphyrinyl Grignard Reagents.
- Authors
Fujimoto, Keisuke; Yorimitsu, Hideki; Osuka, Atsuhiro
- Abstract
Iodine-magnesium exchange between iodoporphyrins and iPrMgCl ·LiCl proceeded successfully without decomposition of the porphyrin core. The resulting porphyrinyl Grignard reagents are nucleophilic enough to react with various carbonyl compounds, such as aldehydes, ketones, and amides. Furthermore, the porphyrinyl Grignard reagents underwent transmetalation to afford porphyrinyl copper and zinc species of mild and unique reactivity. These could be engaged in 1,4-addition and Negishi coupling, respectively.
- Subjects
CHEMICAL synthesis; IODINE; MAGNESIUM; PORPHYRINS; GRIGNARD reagents; CHEMICAL reagents
- Publication
European Journal of Organic Chemistry, 2014, Vol 2014, Issue 20, p4327
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201402391