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Iron‐Catalyzed Stereoconvergent 1,4‐Hydrosilylation of Conjugated Dienes.
- Source :
-
Angewandte Chemie . 12/18/2023, Vol. 135 Issue 51, p1-7. 7p. - Publication Year :
- 2023
-
Abstract
- Stereoconvergent transformation of E/Z mixtures of olefins to products with a single steric configuration is of great practical importance but hard to achieve. Herein, we report an iron‐catalyzed stereoconvergent 1,4‐hydrosilylation reactions of E/Z mixtures of readily available conjugated dienes for the synthesis of Z‐allylsilanes with high regioselectivity and exclusive stereoselectivity. Mechanistic studies suggest that the reactions most likely proceed through a two‐electron redox mechanism. The stereoselectivity of the reactions is ultimately determined by the crowded reaction cavity of the α‐diimine ligand‐modified iron catalyst, which forces the conjugated diene to coordinate with the iron center in a cis conformation, which in turn results in generation of an anti‐π‐allyl iron intermediate. The mechanism of this stereoconvergent transformation differs from previously reported mechanisms of other related reactions involving radicals or metal‐hydride species. [ABSTRACT FROM AUTHOR]
- Subjects :
- *DIOLEFINS
*IRON catalysts
*IRON
*RADICALS (Chemistry)
*STEREOSELECTIVE reactions
Subjects
Details
- Language :
- English
- ISSN :
- 00448249
- Volume :
- 135
- Issue :
- 51
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie
- Publication Type :
- Academic Journal
- Accession number :
- 174158551
- Full Text :
- https://doi.org/10.1002/ange.202315473