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

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.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: Fullerene Building Blocks with Tailor‐Made Solubility and New Insights into Their Hierarchical Self‐Assembly ; volume:24 ; number:53 ; year:2018 ; pages:14088-14100 ; extent:13 ; Chemistry - a European journal ; 24, Heft 53 (2018), 14088-14100 (gesamt 13)

Contributors, Places and Time

• Creator: Pérez‐Ojeda, M. Eugenia ; Wabra, Isabell ; Böttcher, Christoph ; Hirsch, Andreas

Further information

• DOI: 10.1002/chem.201803036
• URN: urn:nbn:de:101:1-2022091108115496485552
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:37 AM CEST