1527494-35-4Relevant articles and documents
A Fast Way to Fluorescence: A Fourfold Domino Reaction to Condensed Polycyclic Compounds
Tietze, Lutz F.,Eichhorst, Christoph,Hungerland, Tim,Steinert, Markus
, p. 12553 - 12558 (2014)
A fast and efficient palladium-catalyzed fourfold domino Sonogashira/double-carbopalladation/C H-activation reaction that converts simple aromatic systems into complex polycyclic hydrocarbons has been developed. A number of substituted products has thus been prepared in yields up to 89 %. The structural assignment has been confirmed by using single-crystal X-ray crystallography. The products show intriguing fluorescence activity and thus might serve as chemical sensors or fluorescent imaging dyes.
Four- and Sixfold Tandem-Domino Reactions Leading to Dimeric Tetrasubstituted Alkenes Suitable as Molecular Switches
Tietze, Lutz F.,Waldecker, Bernd,Ganapathy, Dhandapani,Eichhorst, Christoph,Lenzer, Thomas,Oum, Kawon,Reichmann, Sven O.,Stalke, Dietmar
, p. 10317 - 10323 (2015/09/01)
A highly efficient palladium-catalyzed fourfold tandem-domino reaction consisting of two carbopalladation and two C-H-activation steps was developed for the synthesis of two types of tetrasubstituted alkenes 3 and 6 with intrinsic helical chirality starting from substrates 1 and 4, respectively. A sixfold tandem-domino reaction was also developed by including a Sonogashira reaction. 20 compounds with different substitution patterns were prepared with yields of up to 97%. Structure elucidation by X-ray crystallography confirmed helical chirality of the two alkene moieties. Photophysical investigations of some of the compounds showed pronounced switching properties through light-controlled changes of their stereochemical configuration.