A novel optically-active polymeric methacrylate, bearing the (S)-3-hydroxy pyrrolidinyl group linked through the nitrogen atom to an azopyridine chromophore, was synthesized and investigated in combination with a polymeric methacrylate incorporating the photoisomerizable spiropyran chromophore in the side-chain. In the presence of acid, this system can be operated in solution to modulate the protonation of the azopyridine moieties by photoisomerizing the spiropyran component. In addition to UV-vis spectroscopy, the proton transfer process occurring between the macromolecular components can be also followed by CD spectroscopy, thus behaving as a chiroptical switch.
L. Angiolini, T. Benelli, L. Giorgini, F. M. Raymo (2008). Chiroptical switching based on the photoinduced proton transfer between homopolymers bearing side-chain spiropyran and azopyridine moieties. MACROMOLECULAR CHEMISTRY AND PHYSICS, 209, 2049-2060 [10.1002/macp.200800192].
Chiroptical switching based on the photoinduced proton transfer between homopolymers bearing side-chain spiropyran and azopyridine moieties
ANGIOLINI, LUIGI;BENELLI, TIZIANA;GIORGINI, LORIS;
2008
Abstract
A novel optically-active polymeric methacrylate, bearing the (S)-3-hydroxy pyrrolidinyl group linked through the nitrogen atom to an azopyridine chromophore, was synthesized and investigated in combination with a polymeric methacrylate incorporating the photoisomerizable spiropyran chromophore in the side-chain. In the presence of acid, this system can be operated in solution to modulate the protonation of the azopyridine moieties by photoisomerizing the spiropyran component. In addition to UV-vis spectroscopy, the proton transfer process occurring between the macromolecular components can be also followed by CD spectroscopy, thus behaving as a chiroptical switch.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
