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- Title
Well-Defined Four-Coordinate Iron(II) Complexes For Intramolecular Hydroamination of Primary Aliphatic Alkenylamines.
- Authors
Bernoud, Elise; Oulié, Pascal; Guillot, Régis; Mellah, Mohamed; Hannedouche, Jérôme
- Abstract
Despite the growing interest in iron catalysis and hydroamination reactions, iron-catalyzed hydroamination of unprotected primary aliphatic amines and unactivated alkenes has not been reported to date. Herein, a novel well-defined four-coordinate β-diketiminatoiron(II) alkyl complex is shown to be an excellent precatalyst for the highly selective cyclohydroamination of primary aliphatic alkenylamines at mild temperatures (70-90 °C). Both empirical kinetic analyses and the reactivity of an isolated iron(II) amidoalkene dimer, [LFe(NHCH2CPh2CH2CHCH2)]2 favor a stepwise σ-insertive mechanism that entails migratory insertion of the pendant alkene into an iron-amido bond associated with a rate-determining aminolysis step.
- Subjects
IRON ions; METAL complexes; HYDROAMINATION; AMINES; CHEMICAL reactions; CATALYSIS; ALKENES
- Publication
Angewandte Chemie, 2014, Vol 126, Issue 19, p5030
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201402089