2013
DOI: 10.1039/c3cc47288d
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Light- and solvent-driven morphological transformations of self-assembled hydrogen-bonded nanostructures

Abstract: The morphology of aggregates formed by an E-azobenzene derivative possessing terminal phenylenebiuret hydrogen-bonding groups can be manipulated by the solvent composition and UV irradiation.

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Cited by 11 publications
(11 citation statements)
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“…In the meantime, differences in surface energy around the targeted objects can induce Marangoni convection . Therefore, by using photochromic compound, light can be used to induce Marangoni convection; the movements are reported to be induced by photoisomerization reactions of surfactants with a photochromic core. Amphiphilic azobenzene and diaryl­ethene show changes in their self-assembled structures in water due to the different intermolecular interactions in the two isomers. We previously synthesized various amphiphilic diaryl­ethenes that showed photoinduced changes in their supramolecular structures .…”
Section: Introductionmentioning
confidence: 99%
“…In the meantime, differences in surface energy around the targeted objects can induce Marangoni convection . Therefore, by using photochromic compound, light can be used to induce Marangoni convection; the movements are reported to be induced by photoisomerization reactions of surfactants with a photochromic core. Amphiphilic azobenzene and diaryl­ethene show changes in their self-assembled structures in water due to the different intermolecular interactions in the two isomers. We previously synthesized various amphiphilic diaryl­ethenes that showed photoinduced changes in their supramolecular structures .…”
Section: Introductionmentioning
confidence: 99%
“…The versatility of this synthetic strategy was validated since the reaction was successfully performed using aniline derivatives with different para-substituents including the electron-donating methoxy group that provides solubility or a halogen atom that allows further cross-coupling reactions to be performed. 12 With the aim of introducing a biomolecule targeting unit by the CuAAC reaction, derivative 3d was designed with an appended alkyne group. The tri-t-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate (DO3A-tBu-ester) chelating unit was then anchored to the bromoacetamides 3a-d via a stable amide bond leading to the formation of DO3A ligands 4a-d with high yields.…”
mentioning
confidence: 99%
“…Over the past several decades, ω-substituted arylbiurets have attracted considerable attention because of their importance in organic synthesis and material sciences. In particular, arylated biurets are of much value because of their unique and excellent properties such as their tendency to form organic supramolecular networks with highly efficient energy transfer, 1 active photoresponsive compounds, 2 and nanofilm structures. 3 Moreover, these types of com-pounds have been widely used as key intermediates for the synthesis of cyanuric acid, derivatives of which are important compounds in medicinal and synthetic chemistry.…”
mentioning
confidence: 99%
“…The most common route involves a two-step preparation (nitration followed by reaction with aniline), 5 starting from the unsubstituted biurets (Scheme 1, a). [1][2][3]6 However, the first nitration step requires the presence of large amounts of concentrated H 2 SO 4 and HNO 3 . 7 Given the use of strong acids and the excess of strong base needed for the following work-up procedure, this route cannot meet the requirements of green synthesis.…”
mentioning
confidence: 99%