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Pregled bibliografske jedinice broj: 782291

Anthracene adamantylbisurea receptors: switching of anion binding by photocyclization


Blažek Bregović, Vesna; Halasz, Ivan; Basarić, Nikola; Mlinarić-Majerski, Kata
Anthracene adamantylbisurea receptors: switching of anion binding by photocyclization // Tetrahedron, 71 (2015), 9321-9327 doi:10.1016/j.tet.2015.10.013 (međunarodna recenzija, članak, znanstveni)


Naslov
Anthracene adamantylbisurea receptors: switching of anion binding by photocyclization

Autori
Blažek Bregović, Vesna ; Halasz, Ivan ; Basarić, Nikola ; Mlinarić-Majerski, Kata

Izvornik
Tetrahedron (0040-4020) 71 (2015); 9321-9327

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

Ključne riječi
Anion receptors; Anthracenes; Ureas; Photocycloaddition

Sažetak
Anion binding of adamantane bisurea receptors 1e4 bearing anthracene chromophores was investigated in DMSO solution by UVevis and fluorescence titrations. All derivatives form stable complexes with F¯ (K1:2z105e106 M¯ 2), AcO¯ (K1:1z103 M¯ 1), and H2PO4¯ (K1:1z103e104 M¯ 1, K1:2z105e106 M¯2). Photochemical reactivity of 1e4 in the [4pţ4p] photocyclizations was also investigated. Anthracene 1 is photochemically stable, 3 and 4 undergo reaction giving mixture of products, but 2 reacts selectively yielding only cyclic product 5. Product 5 was isolated and characterized by X-ray analysis. Cyclic receptor 5 also binds anions but forms complexes with different stability constants than its opened analogue 2. Anthracene 2 forms more stable complex with H2PO4¯, whereas cyclic receptor 5 forms the most stable complex with AcO¯ (K1:1 >106 M¯ 1).

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Kata Majerski, )

Ustanove
Institut "Ruđer Bošković", 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


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