Herein, we report an iron-catalyzed transfer hydrogenation of allylic alcohols. The operationally simple protocol employs a well-defined bench stable (cyclopentadienone)iron(0) carbonyl complex as precatalyst in combination with K2CO3 (4 mol %) and isopropanol as the hydrogen donor. A diverse range of allylic alcohols undergo transfer hydrogenation to form the corresponding alcohols in good yields (33 examples, up to 83% isolated yield). The scope and limitations of the method have been investigated in addition to experiments that shed light upon the reaction mechanism.
Analysis of reaction products from this methodology resulted in the following data:
1H, 19F and 13C NMR raw data files
IR spectra
High-Resolution Mass Spectrography spectra.
Funding
A new frontier in dual catalysis: Merging the borrowing hydrogen principle with organocatalysis (2016-04-01 - 2017-04-30); Morrill, Louis. Funder: Royal Society:RG150466
History
Specialist software required to view data files
An appropriate NMR processing software is required for raw NMR data files