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Volumn 15, Issue 15, 2009, Pages 3706-3719

Solvent-assisted organized structures based on amphiphilic anion-responsive π-conjugated systems

Author keywords

Amphiphiles; H aggregates; Pyrrole derivatives; Supramolecular chemistry; Vesicles

Indexed keywords

ALIPHATIC SIDE CHAINS; AMPHIPHILIC; ANION BINDINGS; ANION RECEPTORS; AQUEOUS SOLUTIONS; ARYL RINGS; CONJUGATED SYSTEMS; CRYOGENIC TRANSMISSION ELECTRON MICROSCOPIES (CRYO TEM); H-AGGREGATES; IMMISCIBLE SOLVENTS; META-STABLE STATE; MISCIBLE SOLVENTS; NANOSCALE NETWORKS; NON-POLAR HYDROCARBONS; OLIGOPYRROLES; ORGANIZED STRUCTURES; POLYETHYLENE-GLYCOL; PYRROLE DERIVATIVES; STACKING MODES; VESICLES; WATER EVAPORATIONS; WATER MOLECULES;

EID: 63849184302     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200802152     Document Type: Article
Times cited : (34)

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    • Association constants (Ka) of 2a-d, 3a, and 3b for anions in the organic solvent (CH2Cl 2) estimated by UV/Vis absorption spectral changes upon the addition of anions as tetrabutylammonium (TBA) salts are summarized in Table 1. The absorption maxima λmax are hardly shifted (less than 6 nm) by the binding anions, and the intensity is moderately decreased. Further, the Ka values of 2a-d, 3a, and 3 b for Cl, and Br- are comparable to those of α-phenyl- substituted la. In contrast to the fairly suppressed Ka of 2a for H2PO4, those of 2b-d, 3a, and 3b are significantly enhanced as compared to those of 2a as well as 1a, possibly due to the stabilization of the polarized acidic moieties of the oxoanions by hydrogen-bonding-accepting TEG substituents. Other oxoanions, CH
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    • To an aqueous solution of the amphiphiles (e.g. 3 a), the addition of hexane and extraction afford the emulsion state, including the amphiphiles, between the organic (hexane) and aqueous phases, both of which are colorless and completely exclude the receptor 3 a. The UV/Vis absorption spectrum of the emulsion appears like that in hexane solution. The molecular-level structures in emulsion are also fascinating and are under investigation.
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