Event
CCVC Seminar: Dr. Jan-Erling B盲ckvall: Biomimetic Catalysis in Green Organic Transformations
Tuesday, October 18, 2016 13:00to14:30
Maass Chemistry Building
Rm 10, 801 rue Sherbrooke Ouest, Montreal, QC, H3A 0B8, CA
Carbocyclizations, annulation processes involving carbon-carbon bond formation via carbometalation, constitute an extremely important and useful class of reaction for the syntheses of carbocyclic and heterocyclic compounds. We have recently developed a number of selective palladium-catalyzed oxidative carbocyclizations of unsaturated systems often involving the use of molecular oxygen as the oxidant in a biomimetic approach. Mild oxidative C-C bond formation under aerobic conditions can be achieved via this approach.
We have developed oxidative borylative and arylative carbocyclization of en颅allenes, allenynes, and bis-allenes as well as聽 C-H activation/carbocyclization of arylallenes. For some recent applications see ref 1-5.
In another approach to biomimetic catalysis, enzymes have been combined with racemization catalysts for dynamic kinetic resolution.6 An example of the latter approach is the development of a biomimetic hybrid catalyst that works as an artificial metalloenzyme.7
1. T. Jiang, T. Bartholomeyzik, J. Mazuela, J. Willersinn, and J. E. B盲ckvall, Angew. Chem. Int. Ed. 2015, 54, 6024鈥�6027.
2. C. Zhu, B. Yang, T. Jiang, and J. E. B盲ckvall, Angew. Chem. Int Ed. 2015, 54, 9066-9069.
3. J. Mazuela, D. Banerjee, and J. E. B盲ckvall, J. Am. Chem. Soc. 2015, 137, 9559-9562.
4. C. Zhu, B. Yang, and J. E. B盲ckvall, J. Am.Chem. Soc. 2015, 137, 11868鈥�11871.
5. Y. Qiu, B. Yang, C. Zhu, and J.-E. B盲ckvall, Angew. Chem. Int Ed. 2016, 55,聽 6520-6524.
6. O. Verho and J. E. B盲ckvall J. Am.Chem. Soc. 2015, 137, 3996鈥�4009.
7. K. Engstr枚m, E. V. Johnston, O. Verho, K. Gustafson, M. Shakeri, C.-W. Tai, and J. E. B盲ckvall, Angew. Chem. Int. Ed. 2013, 52, 14006鈥�14010.