Chiral water-soluble perylenediimides
Schmidt C, Boettcher C, Hirsch A (2009)
Publication Type: Journal article, Original article
Publication year: 2009
Journal
Original Authors: Schmidt C.D., Böttcher C., Hirsch A.
Publisher: Wiley-VCH Verlag
Pages Range: 5337-5349
Journal Issue: 31
Abstract
For the first time the synthesis of covalently linked very water-soluble chiral perylenediimides (PDIs) is presented. The PDIs carry the amino acids alanine or lysine as imide substituents, respectively, which are coupled to Newkometype dendrimers acting as hydrophilic groups. The tert-butylprotected precursors 5 as well as its water-soluble free acid compounds 6 were investigated by absorption, fluorescence and circular dichroism (CD) spectroscopy. Except for the sterically most crowded 2 generation alanine compounds 5f and 6f all chiral dyes show bisignate CD effects which indicate helical aggregation. The 1 generation alanine compound 6b shows the greatest CD effects in buffer solution and its aggregation behaviour was also directly proven by the use of cryogenic transmission electron microscopy. Furthermore, the formation of chiral superstructures of 6b was found to be pH- and concentration-dependent. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
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Germany (DE)How to cite
APA:
Schmidt, C., Boettcher, C., & Hirsch, A. (2009). Chiral water-soluble perylenediimides. European Journal of Organic Chemistry, 31, 5337-5349. https://doi.org/10.1002/ejoc.200900777
MLA:
Schmidt, Cordula, Christoph Boettcher, and Andreas Hirsch. "Chiral water-soluble perylenediimides." European Journal of Organic Chemistry 31 (2009): 5337-5349.
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