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 sidechain. 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.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 2049-2060 |
| Number of pages | 12 |
| Journal | Macromolecular Chemistry and Physics |
| Volume | 209 |
| Issue number | 19 |
| DOIs | |
| State | Published - Oct 7 2008 |
Keywords
- Amplification of chirality
- Chiroptical switches
- Photochromism
- Polymeric azopyridine
- Polymeric spiropyran
ASJC Scopus subject areas
- Materials Chemistry
- Polymers and Plastics
- Organic Chemistry
- Physical and Theoretical Chemistry
- Condensed Matter Physics
Fingerprint Dive into the research topics of 'Chiroptical switching based on photoinduced proton transfer between homopolymers bearing side-chain spiropyran and azopyridine moieties'. Together they form a unique fingerprint.
Cite this
Angiolini, L., Benelli, T., Giorgini, L., & Raymo, F. M. (2008). Chiroptical switching based on photoinduced proton transfer between homopolymers bearing side-chain spiropyran and azopyridine moieties. Macromolecular Chemistry and Physics, 209(19), 2049-2060. https://doi.org/10.1002/macp.200800192