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Pregled bibliografske jedinice broj: 208536

Gelation Ability of Novel Oxalamide-based Derivatives Bearing a Stilbene as a Photo-responsive Unit


Miljanić, Snežana; Frkanec, Leo; Meić, Zlatko; Žinić, Mladen
Gelation Ability of Novel Oxalamide-based Derivatives Bearing a Stilbene as a Photo-responsive Unit // European journal of organic chemistry, 2006 (2006), 5; 1323-1334 (međunarodna recenzija, članak, znanstveni)


Naslov
Gelation Ability of Novel Oxalamide-based Derivatives Bearing a Stilbene as a Photo-responsive Unit

Autori
Miljanić, Snežana ; Frkanec, Leo ; Meić, Zlatko ; Žinić, Mladen

Izvornik
European journal of organic chemistry (1434-193X) 2006 (2006), 5; 1323-1334

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Gelation; Isomers; Oxalamide; Self-assembly; Stilbene

Sažetak
Oxalamide-based derivatives containing one or two oxalyl amide moieties coupled to 4 or 4, 4’ positions of cis- and trans-stilbene were synthesized. In order to modulate the solvent gelation tendencies, a series of derivatives with modified terminal functions were prepared. The trans-stilbene dioxalamide-based derivatives were sparingly soluble or insoluble in water and in organic solvents, whereas the trans-stilbene monooxalamide-based derivatives were soluble in most organic solvents. Incorporation of a C12 alkyl chain in the structure of the latter compounds resulted in a decreased solubility but in an increased gelation tendency of the substances. The ethyl ester oxalamide-based derivative trans-3a and the amino acid oxalamide-based derivative trans-3e acted as efficient gelators of various organic solvents. In contrast, cis-3a showed a poor gelation ability or none at all, owing to its good solubility. Considering the difference in gelation abilities of the compounds trans-3a and cis-3a and the photo-responsive conformational changes of the stilbene part of the molecule, a controlled gelation by light was achieved. FT-IR and 1H NMR spectroscopic measurements supported the view that the hydrogen bonding between oxalamide fragments played an important role in gel formation.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
0098053
0119641

Ustanove
Institut "Ruđer Bošković", Zagreb,
Prirodoslovno-matematički fakultet, Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


Uključenost u ostale bibliografske baze podataka:


  • Chemical Abstracts