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

Perez-Ojeda Rodriguez ME, Wabra I, Böttcher C, Hirsch A (2018)


Publication Status: Published

Publication Type: Journal article, Original article

Publication year: 2018

Journal

Publisher: WILEY-V C H VERLAG GMBH

Book Volume: 24

Pages Range: 14088-14100

Journal Issue: 53

DOI: 10.1002/chem.201803036

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.

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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://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.

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