Chemistry

Dr. Sudipta Roy
Institute for Inorganic Chemistry, Georg-August-University, Gottingen, Germany

Abstract: Development of novel efficient and highly stereoselective synthetic methods with a focus on multiple bond formation in a single step is of great importance in organic synthesis. The first half of this presentation reveals how effectively the syntheses of a few biologically relevant nitrogen- heterocycles can be achieved based on the reactivity of a donor-acceptor substituted activated cyclopropane moiety in highly stereoselective manner by utilizing commercially available transition metal salts as Lewis acid catalysts.¹ Among the so far known nitrogen-heterocycles carbenes are probably the most intriguing chemical species which have been utilized for long time not only as the efficient organocatalysts or ligands for transition metal catalysts but also for the stabilization of various unusual and reactive intermediate species. The second half of this presentation describes the potential utility of the cyclic alkyl(amino) carbenes (cAACs) in the syntheses and stabilization of highly air and moisture sensitive, low coordinate organo-silicon- phosphorus compounds which could be achieved based on the comparatively smaller HOMO- LUMO gap in cAACs.² The ability of the cAAC in stabilizing higher energy neutral and anionic radical species is also depicted here.³ Finally, this presentation shows how cAAC can stabilize low valent, low coordinate transition metal complexes which could eventually play the leading role as efficient homogeneous catalysts for various organic transformations under mild reaction conditions.⁴
 

References:
(1) Roy, S.; Reiser, O. Angew. Chem., Int. Ed. 2012, 51, 4722.
(2) (a) Roy, S.; Stollberg, P.; Herbst-Irmer, R.; Stalke, D.; Andrada, D. M.; Frenking, G.; Roesky, H. W. J. Am. Chem. Soc. 2015, 137, 150-153. (b) Roy, S. , A. C.; Schwederski, B.; Kaim, W.; John, M.; Vasa, S. K.; Linser, R.; Roesky, H. W. J. Am. Chem. Soc. 2015, 137, 6180-6183. (c) Mondal, K. C.; Roy, S.; Dittrich, B.; Andrada, D. M.; Frenking, G.; Roesky, H. W. Angew. Chem., Int. Ed. 2016.
(3) (a) Roy, S.; Stückl, A. C.; Demeshko, S.; Dittrich, B.; Meyer, J.; Maity, B.; Koley, D.; Schwederski, B.; Kaim, W.; Roesky, H. W. J. Am. Chem. Soc. 2015, 137, 4670-4673. (b) Roy, S.; Mondal, K. C.; Krause, L.; Stollberg, P.; Herbst- Irmer, R.; Stalke, D.; Meyer, J.; Stückl, A. C.; Maity, B.; Koley, D.; Vasa, S. K.; Xiang, S. Q.; Linser, R.; Roesky, H. W. J. Am. Chem. Soc. 2014, 136, 16776-16779.
(4) Roy, S.; Mondal, K. C.; Meyer, J.; Niepötter, B.; Köhler, C.; Herbst-Irmer, R.; Stalke, D.; Dittrich, B.; Andrada, D. M.; Frenking, G.; Roesky, H. W. Chem. Eur.J. 2015, 21, 9312.