Fullerene Building Blocks with Tailor-Made Solubility and New Insights into Their Hierarchical Self-Assembly

Journal article
(Original article)


Publication Details

Author(s): Perez-Ojeda Rodriguez ME, Wabra I, Böttcher C, Hirsch A
Journal: Chemistry - A European Journal
Publisher: WILEY-V C H VERLAG GMBH
Publication year: 2018
Volume: 24
Journal issue: 53
Pages range: 14088-14100
ISSN: 0947-6539
eISSN: 1521-3765


Abstract

Herein, the synthesis of fullerene derivatives with adjustable polarities and lyotropic aggregation properties is reported. The polarity range spans from superhydrophobic to hydrophilic, while simultaneously providing a further reactive position with a view to graft them onto other materials. The synthetic strategy relies on a selective protection with an isoxazoline moiety. The remaining octahedral positions were further functionalized with the desired groups to tune their solubility, yielding mixed [5:1] hexakisadducts. The subsequent deprotection by clean photolytic reaction led to fullerene pentakisadducts with an incomplete octahedral addition pattern, which are useful forerunners for the synthesis of building blocks. Their hydrophobic/hydrophilic behavior has been characterized both in solution and surface through octanol/water partition coefficients (log P) and contact angle measurements. Furthermore, these derivatives can form supramolecular constructions which have been studied by dynamic light scattering (DLS) and cryo-TEM.


FAU Authors / FAU Editors

Hirsch, Andreas Prof. Dr.
Lehrstuhl für Organische Chemie II
Perez-Ojeda Rodriguez, Maria Eugenia Dr.
Lehrstuhl für Organische Chemie II
Wabra, Isabell
Lehrstuhl für Organische Chemie II


External institutions with authors

Freie Universität Berlin


How to cite

APA:
Perez-Ojeda Rodriguez, M.E., Wabra, I., Böttcher, C., & Hirsch, A. (2018). Fullerene Building Blocks with Tailor-Made Solubility and New Insights into Their Hierarchical Self-Assembly. Chemistry - A European Journal, 24(53), 14088-14100. https://dx.doi.org/10.1002/chem.201803036

MLA:
Perez-Ojeda Rodriguez, Maria Eugenia, et al. "Fullerene Building Blocks with Tailor-Made Solubility and New Insights into Their Hierarchical Self-Assembly." Chemistry - A European Journal 24.53 (2018): 14088-14100.

BibTeX: 

Last updated on 2019-10-03 at 16:10