From Alkyne Origami to CH-amination and Electron Upconversion: The New Tools to Solve the Ouroboros Problem Seminar
- Time:
- 15:00
- Date:
- 9 January 2019
- Venue:
- Building 27, Room 2001 Chemistry University of Southampton SO17 1BJ
For more information regarding this seminar, please email Prof. David Harrowven at D.C.Harrowven@soton.ac.uk .
Event details
Igor is visiting Southampton as a Fulbright Scholar, 2018-19 Distinguished Chair Awardee. His research focusses on the development of new reactions for organic synthesis, biochemistry and materials science.
In this talk, I will present a selection of new synthetic strategies for assembling poly- and heteroaromatic systems.
In the 1st part, I will discuss the advantages of alkynes as high-energy carbon-rich precursors for extended polyaromatics, the two general patterns of oligoalkyne folding into an aromatic ribbon, and the use of supramolecular effects in the design of traceless directing groups for radical reactions.
In the 2ndpart, I will present a mild method for oxidative C(sp3)–H amination from unprotected anilines and C(sp3)–H bonds. In this process, basic, radical, and oxidizing species work together in a coordinated sequence of deprotonation, H-atom transfer and electron transfer that forges a new C–N bond. I will also introduce reductant upconversion, a new concept in catalysis, and show how it can be used to achieve the precise timing of oxidation steps in reaction cascades.
References: Acc. Chem. Res., 2018,51, 1206-1219. Angew. Chem. Int. Ed., 2018,57, https://doi.org/10.1002/anie.201807247
Speaker information
Dr. Igor Alabugin, Florida State University. The Alabugin research group focuses on discovering new connections between structure and reactivity. We combine experiments and computations in order to develop new reactions and to design challenging molecules with unusual properties. Reactions discovered in our lab were used for efficient light-activated cleavage of double-stranded DNA in cancer cells and for preparation of complex polycyclic structures with possible applications in molecular electronics. In our current research, we use hidden features of alkyne functionality for making carbon-rich materials, test the conceptually new “three-electron” way of making C-N bonds via mild C-H activation, develop new approaches to carbo- and heterocycles via aborted pericyclic reactions, expand the limits of electron upconversion, and apply stereoelectronic control to various fields of chemistry. Our research integrates learning and discovery in order to provide students with training for their future careers in industry, government labs, and academia.