Abstract
The peptide-driven formation of charge transfer (CT) supramolecular gels featuring both directional hydrogen-bonding and donor–acceptor (D-A) complexation is reported. Our design consists of the coassembly of two dipeptide–chromophore conjugates, namely diphenylalanine (FF) dipeptide conveniently functionalized at the N-terminus with either a pyrene (Py-1, donor) or naphthalene diimide (NDI-1, acceptor). UV/Vis spectroscopy confirmed the formation of CT complexes. FTIR and 1H NMR spectroscopy studies underlined the pivotal role of hydrogen bonding in the gelation process, and electronic paramagnetic resonance (EPR) measurements unraveled the advantage of preorganized CT supramolecular architectures for charge transport over solutions containing non-coassembled D and A molecular systems.
| Original language | English |
|---|---|
| Pages (from-to) | 2920-2928 |
| Number of pages | 9 |
| Journal | Chemistry : A European Journal |
| Volume | 24 |
| Issue number | 12 |
| DOIs | |
| Publication status | Published - 26 Feb 2018 |
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Keywords
- charge transfer
- EPR spectroscopy
- gels
- peptides
- self-assembly
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Peptide-driven charge-transfer organogels built from synergetic hydrogen bonding and pyrene–naphthalenediimide donor–acceptor interactions. / Bartocci, Silvia; Berrocal, José Augusto; Guarracino, Paola; Grillaud, Maxime; Franco, Lorenzo; Mba, Miriam.
In: Chemistry : A European Journal, Vol. 24, No. 12, 26.02.2018, p. 2920-2928.Research output: Contribution to journal › Article › Academic › peer-review
TY - JOUR
T1 - Peptide-driven charge-transfer organogels built from synergetic hydrogen bonding and pyrene–naphthalenediimide donor–acceptor interactions
AU - Bartocci, Silvia
AU - Berrocal, José Augusto
AU - Guarracino, Paola
AU - Grillaud, Maxime
AU - Franco, Lorenzo
AU - Mba, Miriam
PY - 2018/2/26
Y1 - 2018/2/26
N2 - The peptide-driven formation of charge transfer (CT) supramolecular gels featuring both directional hydrogen-bonding and donor–acceptor (D-A) complexation is reported. Our design consists of the coassembly of two dipeptide–chromophore conjugates, namely diphenylalanine (FF) dipeptide conveniently functionalized at the N-terminus with either a pyrene (Py-1, donor) or naphthalene diimide (NDI-1, acceptor). UV/Vis spectroscopy confirmed the formation of CT complexes. FTIR and 1H NMR spectroscopy studies underlined the pivotal role of hydrogen bonding in the gelation process, and electronic paramagnetic resonance (EPR) measurements unraveled the advantage of preorganized CT supramolecular architectures for charge transport over solutions containing non-coassembled D and A molecular systems.
AB - The peptide-driven formation of charge transfer (CT) supramolecular gels featuring both directional hydrogen-bonding and donor–acceptor (D-A) complexation is reported. Our design consists of the coassembly of two dipeptide–chromophore conjugates, namely diphenylalanine (FF) dipeptide conveniently functionalized at the N-terminus with either a pyrene (Py-1, donor) or naphthalene diimide (NDI-1, acceptor). UV/Vis spectroscopy confirmed the formation of CT complexes. FTIR and 1H NMR spectroscopy studies underlined the pivotal role of hydrogen bonding in the gelation process, and electronic paramagnetic resonance (EPR) measurements unraveled the advantage of preorganized CT supramolecular architectures for charge transport over solutions containing non-coassembled D and A molecular systems.
KW - charge transfer
KW - EPR spectroscopy
KW - gels
KW - peptides
KW - self-assembly
UR - http://www.scopus.com/inward/record.url?scp=85041174071&partnerID=8YFLogxK
U2 - 10.1002/chem.201704487
DO - 10.1002/chem.201704487
M3 - Article
C2 - 29266567
AN - SCOPUS:85041174071
VL - 24
SP - 2920
EP - 2928
JO - Chemistry : A European Journal
JF - Chemistry : A European Journal
SN - 0947-6539
IS - 12
ER -