Speaker: Professor Daniel B. WERZ

Institution: Institute of Organic Chemistry, Germany

Hosted by: Professor Yangjian QUAN

 

Abstract

Donor-acceptor cyclopropanes (DACs) are highly strained entities which are unique building blocks for hetero- and carbocyclic systems.1,2 For the last decade, we have been developing novel methodologies starting from these type of three-membered rings leading to oligopyrroles, chalcogen-containing heterocycles, and 1,3-bisfunctionalized products,3 just to name a few. To get deeper insights into their intrinsic reactivity in-depth physical organic studies were performed recently.4 Besides the common activation of DACs by Lewis acids leading to a wide variety of ring-opening and cycloaddition products even synergistic catalytic approaches can be applied to generate fleeting intermediates which react with the strained systems. Scheme 1 depicts two representative examples, one using Lewis acid and Rh catalysis (affording intermediate carbonyl ylides)5 and another using Lewis acid and redox catalysis are presented.6 More recently, electrochemical methods were applied to activate donoracceptor cyclopropanes.7 

[1] H.-U. Reissig, R. Zimmer, Chem. Rev. 2003, 103, 1151.
[2] T. F. Schneider, J. Kaschel, D. B. Werz, Angew. Chem. Int. Ed. 2014, 53, 5504.
[3] a) J. Kaschel, T. F. Schneider, D. Kratzert, D. Stalke, D. B. Werz, Angew. Chem. Int. Ed. 2012, 51, 11153; b) A. U.
Augustin, M. Sensse, P. G. Jones, D. B. Werz, Angew. Chem. Int. Ed. 2017, 56, 14293; c) L. K. B. Garve, P. G. Jones, D. B.
Werz, D. B. Angew. Chem. Int. Ed. 2017, 56, 9226; d) G. A. Oliver, M. N. Loch, A. U. Augustin, P. Steinbach, M. Sharique,
U. K. Tambar, P. G. Jones, C. Bannwarth, D. B. Werz, Angew. Chem. Int. Ed. 2021, 60, 25825.
[4] A. Kreft, A. Lücht, J. Grunenberg, P. G. Jones, D. B. Werz, Angew. Chem. Int. Ed. 2019, 58, 1955.
[5] M. Petzold, P. G. Jones, D. B. Werz, Angew. Chem. Int. Ed. 2019, 58, 6225.
[6] A. Lücht, L. J. Patalag, A. U. Augustin, P. G. Jones, D. B. Werz, Angew. Chem. Int. Ed. 2017, 56, 10587.
[7] S. Kolb, M. Petzold, F. Brandt, P. G. Jones, C. R. Jacob, D. B. Werz, Angew. Chem. Int. Ed. 2021, 60, 15928.

1月11日
2:30pm - 4:00pm
地点
LT-G, 1/F, (Lift 25/26), Academic Building, HKUST
讲者/表演者
主办单位
Department of Chemistry
联系方法
付款详情
对象
PG students, Faculty and staff
语言
英语
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