Bríza Tomás, Kejík Zdenĕk, Vasek Petr, Králová Jarmila, Martásek Pavel, Císarová Ivana, Král Vladimír
Department of Analytical Chemistry Technická 5, Institute of Chemical Technology, CZ-166 28, Prague 6, Czech Republic.
Org Lett. 2005 Aug 18;7(17):3661-4. doi: 10.1021/ol051139n.
A short synthetic route is outlined, starting from bromo-BN derivatives, via halogen lithium exchange, subsequent Michael reaction with dimethylaminoacrolein, hydrolysis to the corresponding aldehyde, and final condensation with a benzothiazolium unit to produce a BN-pentamethinium system, which absorbs in the visible range around 450 nm. Enantiopure ligands show a decent Cotton effect in the CD spectrum. Preliminary data show potential of these compounds in the area of supramolecular chemistry (enantioselective recognition) and also for medicinal application (induction of apoptosis). [reaction: see text]
