Specialized iNANO Lecture: Transition Metal Catalyzed Borylation of C-H and C-X Bonds: Synthesis of Aryl and Alkyl Boronates

Professor Dr. Todd B. Marder, Institut für Anorganische Chemie & Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg Am Hubland, Würzburg, Germany

2018.04.11 | Trine Møller Hansen

Date Thu 19 Apr
Time 15:15 16:15
Location AUD I (1514-213), Dept. of Chemistry, Langelandsgade 140, 8000 Aarhus C

Prof. Dr. Todd B. Mardner

Professor Dr. Todd B. Marder
Institut für Anorganische Chemie & Institute for Sustainable Chemistry & Catalysis with Boron
Julius-Maximilians-Universität Würzburg
Am Hubland, Würzburg, Germany


Transition Metal Catalyzed Borylation of C-H and C-X Bonds: Synthesis of Aryl and Alkyl Boronates


Aryl- and alkylboronate esters are of great importance in synthesis, as substrates for Suzuki-Miyaura coupling, conjugate additions, and conversion to many functional groups. Newer routes to arylboronates include Pd or Ni-catalyzed cross-coupling reactions of alkoxydiboron or alkoxyborane reagents with aryl halides, and more recently, the selective iridium catalyzed C-H-borylation. The lecture will present some of our work on the Ir-catalyzed borylation of aromatic C-H bonds, applications (e.g., to pyrene chemistry), and our recent development of inexpensive, earth abundant Cu and Zn-catalysts for the borylation of aryl- as well as alkyl halides, and Ni-catalysts for the borylation of aryl fluorides. 

References
[1]   Mao, L.; Bertermann, R.; Rachor, S. G.; Szabó, K. J.; Marder, T. B. Org. Lett., 2017, 19, 6590.
[2]   Mao, L.; Bertermann, R.; Emmert, K.; Szabó, K. J.; Marder, T. B. Org. Lett., 2017, 19, 6586.
[3]   Mao, L.; Szabó, K.; Marder, T. B. Org. Lett., 2017, 19, 1204.
[4]   Bose, S. K.; Brand, S.; Omoregie, H. O.; Haehnel, M.; Maier, J.; Bringmann, G.; Marder, T. B. ACS Catal. 2016, 6, 8332.
[5]   Neeve, E. C.; Geier, S. J.; Mkhalid, I. A. I.;  Westcott, S. A.; Marder, T. B. Chem. Rev., 2016, 116, 9091. (review on diboron(4) compounds).
[6]   Zhou, J.; Kuntze-Fechner, M. W.; Bertermann, R.; Paul, U. S. D.; Berthel, J. H. J.; Friedrich, A.; Du, Z.; Marder, T. B.; Radius, U. J. Am. Chem. Soc. 2016, 138, 5250.
[7]   Bose, S. K.; Deißenberger, A.; Eichhorn, A.; Steel, P. G.; Lin, Z.; Marder, T. B. Angew. Chem., Int. Ed. 2015, 54, 11843.
[8]   Ji, L.; Lorbach, A.; Edkins, R. M.; Marder, T. B.; J. Org. Chem. 2015, 80, 5685.
[9]   Sadler, S. A.; Hones, A. C.; Roberts, B.; Blakemore, D.; Marder, T. B.; Steel, P. G. J. Org. Chem. 2015, 80, 5308.
[10] Dewhurst, R. D.; Neeve, E. C.; Braunschweig, H.; Marder, T. B.; Chem. Commun. 2015, 51, 9594. (Feature article on sp2-sp3 Diboranes)
[11] Cheung, M. S.; Sheong, F. K.; Marder, T. B.; Lin, Z. Chem. Eur. J. 2015, 21, 7480.
[12] Ji, L.; Fucke, K.; Bose, S. K.; Marder, T. B. J. Org. Chem. 2015, 80, 661.

 

Host: Prof. Troels Skrydstrup, iNANO & Dept. of Chemistry, Aarhus University

Specialized iNANO Lectures