Photocatalysis and Transition-Metal-Catalyzed Reactions of Furane-Derivatives
Daniel Eppel – Hector Fellow A. Stephen K. Hashmi
Fossil resources are running out more and more. These must be replaced by renewable raw materials as quickly as possible. Therefore, the goal of this PhD project, under the direction of Hector Fellow A. Stephen K. Hashmi, is the rational development of several sustainable, waste minimized and environmentally friendly methods for the conversion of furan derivatives with olefins in [4+2]-cycloadditions, photocatalysed reactions of furan derivatives with diazonium salts as well as novel Murai reactions.
Fossil resources are increasingly depleted. They have to be replaced as quickly as possible by renewable raw materials, so that a slow transition to a new and modern production of „platform chemicals“ can take place.
The project supervised by Hector Fellow A. Stephen K. Hashmi aims on the rational development of sustainable, waste-minimized and environmentally friendly conversions of furan-derivatives with olefins. Reaction conditions have to be found, which favor the [4+2]-cycloaddition of the starting materials to the respective 7‑oxanobornene derivatives.
Based on previous work in the Hashmi group with diazonium salts, the conversion of furan derivatives are investigated. In this case gold-catalyzed photoreactions achieve activation and induce a new bond formation. Furthermore, reaction conditions have to be found which enable Murai reactions with yet unreactive furfural or furan derivatives at their C3-positions. This reaction type has so far only been carried out with ketones as a directing group. In the course of this Ph.D. project, it will be investigated whether aldehydes or even other functional groups are capable of C‑C bond formation at the C3 position. With these reactions, in addition with some further ideas, chemicals derived from non-nutritionally relevant raw materials can be used to create value. With the help of atom-economical and with regard to the principles of „green chemistry“ fulfilling syntheses, building blocks for natural or medicinal products are to be developed.
Self-constructed photoreactor driven by blue LEDs
Daniel Eppel
University of HeidelbergSupervised by
A. Stephen K. Hashmi
ChemistryHector Fellow since 2010