Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether
Abstract
The one-pot bistycloaddition of alkyl-tethered diglycines to C-60 provided five series of bridged bis(pyrrolidino)fullerenes with good regioselectivity, giving mainly cis-2 and cis-3 products. An influence of the bridge length and addition pattern on spectroscopic properties, as well as on the shape of hierarchically organized supramolecular structures was observed. Additional investigation of all synthesized compounds confirmed their strong in vitro antioxidant activity 4-10-fold better than the standard antioxidant vitamin C.
Keywords:
Fullerene / Biscycloaddition regioselectivity / SEM / FOX methodSource:
Tetrahedron, 2015, 71, 29, 4801-4809Publisher:
- Pergamon-Elsevier Science Ltd, Oxford
Funding / projects:
- Design, synthesis and investigations of fullerene based nanomolecular machines (RS-MESTD-Basic Research (BR or ON)-172002)
Note:
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/3441
DOI: 10.1016/j.tet.2015.05.038
ISSN: 0040-4020
WoS: 000357348100014
Scopus: 2-s2.0-84937152081
Collections
Institution/Community
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Kop, Tatjana AU - Bjelaković, Mira S. AU - Milić, Dragana PY - 2015 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1729 AB - The one-pot bistycloaddition of alkyl-tethered diglycines to C-60 provided five series of bridged bis(pyrrolidino)fullerenes with good regioselectivity, giving mainly cis-2 and cis-3 products. An influence of the bridge length and addition pattern on spectroscopic properties, as well as on the shape of hierarchically organized supramolecular structures was observed. Additional investigation of all synthesized compounds confirmed their strong in vitro antioxidant activity 4-10-fold better than the standard antioxidant vitamin C. PB - Pergamon-Elsevier Science Ltd, Oxford T2 - Tetrahedron T1 - Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether VL - 71 IS - 29 SP - 4801 EP - 4809 DO - 10.1016/j.tet.2015.05.038 ER -
@article{ author = "Kop, Tatjana and Bjelaković, Mira S. and Milić, Dragana", year = "2015", abstract = "The one-pot bistycloaddition of alkyl-tethered diglycines to C-60 provided five series of bridged bis(pyrrolidino)fullerenes with good regioselectivity, giving mainly cis-2 and cis-3 products. An influence of the bridge length and addition pattern on spectroscopic properties, as well as on the shape of hierarchically organized supramolecular structures was observed. Additional investigation of all synthesized compounds confirmed their strong in vitro antioxidant activity 4-10-fold better than the standard antioxidant vitamin C.", publisher = "Pergamon-Elsevier Science Ltd, Oxford", journal = "Tetrahedron", title = "Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether", volume = "71", number = "29", pages = "4801-4809", doi = "10.1016/j.tet.2015.05.038" }
Kop, T., Bjelaković, M. S.,& Milić, D.. (2015). Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether. in Tetrahedron Pergamon-Elsevier Science Ltd, Oxford., 71(29), 4801-4809. https://doi.org/10.1016/j.tet.2015.05.038
Kop T, Bjelaković MS, Milić D. Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether. in Tetrahedron. 2015;71(29):4801-4809. doi:10.1016/j.tet.2015.05.038 .
Kop, Tatjana, Bjelaković, Mira S., Milić, Dragana, "Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether" in Tetrahedron, 71, no. 29 (2015):4801-4809, https://doi.org/10.1016/j.tet.2015.05.038 . .