Abstract
Renewable phenols have been investigated as nucleophiles for the addition to a cationic cyclohexadienyl iron carbonyl scaffold. Benign conditions compatible with solvents such as ethanol and water were developed, and for the first time, selective C- or O-addition could be achieved. In addition, a novel atom-economic approach to forming the C-addition products directly from the neutral precursor complex in a single step using a catalytic acid is described. The formed C-addition product could then be selectively demetalated to form one of two different product classes, a functionalized arene or a cyclohexadiene.
Original language | English |
---|---|
Pages (from-to) | 7155-7162 |
Number of pages | 8 |
Journal | ACS Sustainable Chemistry and Engineering |
Volume | 7 |
Issue number | 7 |
Early online date | 28 Feb 2019 |
DOIs | |
Publication status | Published - 1 Apr 2019 |
Funding
The Swedish Research Council (N.K., grant 2015-06350), the Swedish Research Council Formas (N.K., grant 942-2015-1106), the Engineering and Physical Sciences Research Council (S.E.L., grant EP/L016354/1), and the Carl Trygger Foundation (A.P., grant CTS 16:235) are gratefully acknowledged for funding. We also thank Dr. Carl Johan Wallentin and his group for discussions.
Keywords
- Cyclohexadiene
- Green chemistry
- Iron
- Metal carbonyl
- Phenols
- Renewable resources
- Water
ASJC Scopus subject areas
- General Chemistry
- Environmental Chemistry
- General Chemical Engineering
- Renewable Energy, Sustainability and the Environment
Fingerprint
Dive into the research topics of 'Selective Iron-Mediated C- and O-Addition of Phenolic Nucleophiles to a Cyclohexadiene Scaffold Using Renewable Precursors'. Together they form a unique fingerprint.Equipment
-
Dual source (Cu and Mo) Single Crystal Diffractometer (SuperNova)
Material and Chemical Characterisation (MC2)Facility/equipment: Equipment