2002
DOI: 10.1021/la025545g
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Multiaddressable Self-Assembling Organogelators Based on 2H-Chromene and N-Acyl-1,ω-amino Acid Units

Abstract: Multiaddressable organogelators are 3,3-diphenyl-3H-naphtho[2,1-b]pyrans covalently linked to sodium N-acyl-11-aminoundecanoate. These molecules have been designed to respond to changes to their environment. They are shown to act as efficient gelators for polar organic fluids, and obviously they exhibit a thermosensitive answer as low molecular mass organogelators. In these fluids, the aggregative properties are totally suppressed upon conversion to neutral carboxylic species. The gels of these carboxylate sod… Show more

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Cited by 140 publications
(60 citation statements)
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“…8 The sodium salts of S4 and S5 formed gels in DMF and DMSO over a wide range of concentration. The neutral carboxylic acid forms were readily soluble in DMF and DMSO at ambient temperatures and formed gels when NaOH was added.…”
Section: Gelators With Receptor Sites or Photoisomerizable Groupsmentioning
confidence: 99%
“…8 The sodium salts of S4 and S5 formed gels in DMF and DMSO over a wide range of concentration. The neutral carboxylic acid forms were readily soluble in DMF and DMSO at ambient temperatures and formed gels when NaOH was added.…”
Section: Gelators With Receptor Sites or Photoisomerizable Groupsmentioning
confidence: 99%
“…330 The products contain fewer sp 3 sites than the reactants so tend to adopt a more planar conformation, allowing for increased conjugation and the emergence of new optical absorption bands in the range 570-750 nm. A sol-gel transition may occur due to the possibility of increased π-π stacking, 332,333 and other effects requiring close interactions between conjugated systems, such as Förster transfer 334 or the formation of donor-acceptor complexes, 332 may also be observed. The sensitivity of supramolecular assemblies to such changes in packing was illustrated by Qiu et al in a study of a spiropyran linked to a di-D-alanine moiety.…”
Section: Electrocyclic Reactionsmentioning
confidence: 99%
“…Organogels of 2H-chromene derivatives of sodium N-acyl-11-amino undecanoate (S4 and S5; Chart 3) were shown to be both light and pH sensitive. 8 The sodium salts of S4 and S5…”
Section: Gelators With Receptor Sites or Photoisomerizable Groupsmentioning
confidence: 99%