Amphiphilic pyrene-functionalized dendrons: Synthesis and intermolecular interactions

Ebel A, Donaubauer W, Hampel F, Hirsch A (2007)


Publication Type: Journal article, Original article

Publication year: 2007

Journal

Original Authors: Ebel A., Donaubauer W., Hampel F., Hirsch A.

Publisher: Wiley-VCH Verlag

Pages Range: 3488-3494

Journal Issue: 21

DOI: 10.1002/ejoc.200700127

Abstract

The synthesis of new functional amphiphiles 4 and 7 synthesized by DCC coupling of pyrenebutyric acid with first- and second-generation Newkome-type aminodendrons is reported. The crystal structure of the free amphiphilic tricarboxylic acid 4 exhibits efficient and cooperative usage of all possible hydrogen-bonding sites as well as π-stacking interactions. In contrast, no face-to-face π-stacking is observed in the single-crystal structure of the tert-butyl-protected precursor molecule 3. As determined by DOSY-NMR spectroscopy, the second-generation amphiphile 7 forms small micelles in aqueous solutions with a diameter of about 4 nm. Absorption and fluorescence spectroscopic investigations show that amphiphile 7 is able to promote the transfer of the apolar perylene dye 8 into the aqueous phase. © Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

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How to cite

APA:

Ebel, A., Donaubauer, W., Hampel, F., & Hirsch, A. (2007). Amphiphilic pyrene-functionalized dendrons: Synthesis and intermolecular interactions. European Journal of Organic Chemistry, 21, 3488-3494. https://doi.org/10.1002/ejoc.200700127

MLA:

Ebel, Alexander, et al. "Amphiphilic pyrene-functionalized dendrons: Synthesis and intermolecular interactions." European Journal of Organic Chemistry 21 (2007): 3488-3494.

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