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 |
|---|---|
| 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 |
Fingerprint
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
Cite this
Chiroptical switching based on photoinduced proton transfer between homopolymers bearing side-chain spiropyran and azopyridine moieties. / Angiolini, Luigi; Benelli, Tiziana; Giorgini, Loris; Raymo, Francisco.
In: Macromolecular Chemistry and Physics, Vol. 209, No. 19, 07.10.2008, p. 2049-2060.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Chiroptical switching based on photoinduced proton transfer between homopolymers bearing side-chain spiropyran and azopyridine moieties
AU - Angiolini, Luigi
AU - Benelli, Tiziana
AU - Giorgini, Loris
AU - Raymo, Francisco
PY - 2008/10/7
Y1 - 2008/10/7
N2 - 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.
AB - 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.
KW - Amplification of chirality
KW - Chiroptical switches
KW - Photochromism
KW - Polymeric azopyridine
KW - Polymeric spiropyran
UR - http://www.scopus.com/inward/record.url?scp=55149124925&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=55149124925&partnerID=8YFLogxK
U2 - 10.1002/macp.200800192
DO - 10.1002/macp.200800192
M3 - Article
VL - 209
SP - 2049
EP - 2060
JO - Macromolecular Chemistry and Physics
JF - Macromolecular Chemistry and Physics
SN - 1022-1352
IS - 19
ER -