Expeditive Syntheses of Functionalized Pentahelicenes and NC-AFM on Ag(001)
Goretta, Sarah × Tasciotti, Christelle Mathieu, Simon Smet, Mario Maes, Wouter Chabre, Yoann M Dehaen, Wim Giasson, Richard Raimundo, Jean-Manuel Henry, Claude R Barth, Clemens Gingras, Marc #
Amer chemical soc
Organic letters vol:11 issue:17 pages:3846-3849
One of the shortest and most efficient routes toward a series of functionalized pentahelicenes is reported. Benzylic (dibromo)methine coupling is an important entry into functional helicene chemistry. It allowed a mono- or a double functionalization by some metal-catalyzed Ar-C, Ar-S, Ar-CN, and Ar-l bond formations. Those functions offer new avenues for further applications. For instance, helicene (4) can be supported on a Ag(001) surface, which was characterized by high-resolution NC-AFM imaging.