Synthesis and characterization of new azobenzene-containing bis pentacyanoferrate(II) stoppered push–pull [2]rotaxanes, with α- and β-cyclodextrin. Towards highly medium responsive dyes

Deligkiozi, Ioanna, Voyiatzis, Evangelos, Tsolomitis, Athanase and Papadakis, Raffaello (2015) Synthesis and characterization of new azobenzene-containing bis pentacyanoferrate(II) stoppered push–pull [2]rotaxanes, with α- and β-cyclodextrin. Towards highly medium responsive dyes Dyes and Pigments, 113 . pp. 709-722. DOI 10.1016/j.dyepig.2014.10.005.

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Abstract

The solvatochromic behavior of novel synthesized azo-containing viologen-based rotaxanes, combining push–pull linear and α or β-cyclodextrin macrocyclic components is examined. These rotaxanes are stoppered by pentacyanoferrate(II) units. The latter stabilize these systems and furthermore act as strong electron donors. These units are linked to strong electron withdrawing viologen units thus giving rise to an exceptionally intense solvatochromic behavior. Suitable solvent polarity scales and Linear Solvation Energy Relationships (LSERs) were employed in order to rationalize the solvent polarity effects observed, both specific and non-specific ones. The results for the title compounds as well as their Cyclodextrin-Free-Dumbbell (CFD) like analogue, are compared to recent published solvatochromic data regarding similar smaller pentacyanoferrate(II) complexes as well as other highly solvatochromic compounds. Structural effects on the solvatochromic intensity as well as the contribution of different solvent-solute interactions are rationalized and quantified.

Document Type: Article
Research affiliation: Kiel University
Refereed: Yes
DOI etc.: 10.1016/j.dyepig.2014.10.005
ISSN: 01437208
Date Deposited: 12 Jun 2017 11:58
Last Modified: 28 Mar 2018 08:50
URI: http://eprints.uni-kiel.de/id/eprint/38326

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