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
作者： Ioanna Deligkiozi , Evangelos Voyiatzis , Athanase Tsolomitis , Raffaello Papadakis
DOI: 10.1016/J.DYEPIG.2014.10.005
关键词: Solvatochromism 、 Push pull 、 Chemistry 、 Photochemistry 、 Characterization (materials science) 、 Viologen 、 Solvation 、 Cyclodextrin 、 Azobenzene 、 Polar effect
摘要: 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. latter stabilize these systems furthermore act as strong electron donors. units linked to withdrawing viologen thus giving rise an exceptionally intense behavior. Suitable solvent polarity scales Linear Solvation Energy Relationships (LSERs) were employed in order rationalize the effects observed, both specific non-specific ones. results for title compounds well their Cyclodextrin-Free-Dumbbell (CFD) like analogue, compared recent published data regarding similar smaller complexes other highly compounds. Structural on intensity contribution different solvent-solute interactions rationalized quantified.
elsevier.com
sci-hub.se 参考文章(60)
Heinrich Zollinger, Color chemistry: Syntheses, properties, and applications of organic dyes and pigments ,(1987)
Nancy Weisbach, Zuzana Baranová, Sébastien Gauthier, Joseph H. Reibenspies, John A. Gladysz, A new type of insulated molecular wire: a rotaxane derived from a metal-capped conjugated tetrayne Chemical Communications. ,vol. 48, pp. 7562- 7564 ,(2012) , 10.1039/C2CC33321J
Serena Silvi, Arturo Arduini, Andrea Pochini, Andrea Secchi, Massimiliano Tomasulo, Françisco M. Raymo, Massimo Baroncini, Alberto Credi, A Simple Molecular Machine Operated by Photoinduced Proton Transfer Journal of the American Chemical Society. ,vol. 129, pp. 13378- 13379 ,(2007) , 10.1021/JA0753851
Raffaello Papadakis, Ioanna Deligkiozi, Athanase Tsolomitis, Synthesis and characterization of a group of new medium responsive non- symmetric viologens. Chromotropism and structural effects Dyes and Pigments. ,vol. 95, pp. 478- 484 ,(2012) , 10.1016/J.DYEPIG.2012.06.013
Sergey A. Nepogodiev, J. Fraser Stoddart, Cyclodextrin-Based Catenanes and Rotaxanes† Chemical Reviews. ,vol. 98, pp. 1959- 1976 ,(1998) , 10.1021/CR970049W
Carol A Stanier, Sara J Alderman, Tim DW Claridge, Harry L Anderson, None, Unidirectional Photoinduced Shuttling in a Rotaxane with a Symmetric Stilbene Dumbbell Angewandte Chemie International Edition. ,vol. 41, pp. 1769- 1772 ,(2002) , 10.1002/1521-3773(20020517)41:10<1769::AID-ANIE1769>3.0.CO;2-N
Ioanna Deligkiozi, Raffaello Papadakis, Athanase Tsolomitis, Photoconductive properties of a π-conjugated α-cyclodextrin containing [2]rotaxane and its corresponding molecular dumbbell. Physical Chemistry Chemical Physics. ,vol. 15, pp. 3497- 3503 ,(2013) , 10.1039/C3CP43794A
Sergio H. Toma, Henrique E. Toma, Self assembled rotaxane and pseudo-rotaxanes based on beta-cyclodextrin inclusion compounds with trans-1,4-bis[(4-pyridyl)ethenyl]benzene-pentacyanoferrate(II) complexes Journal of the Brazilian Chemical Society. ,vol. 18, pp. 279- 283 ,(2007) , 10.1590/S0103-50532007000200006
Viviane Cavalli, Domingas C. da Silva, Clodoaldo Machado, Vanderlei G. Machado, Valdir Soldi, The Fluorosolvatochromism of Brooker's Merocyanine in Pure and in Mixed Solvents Journal of Fluorescence. ,vol. 16, pp. 77- 86 ,(2006) , 10.1007/S10895-005-0053-9
Koujiro Tambara, G. Dan Pantoş, Supramolecular chemistry of donor–acceptor interactions Natural Product Reports. ,vol. 108, pp. 186- 201 ,(2012) , 10.1039/C2OC90016E