Rearrangement of azoxybenzocrowns into chromophoric hydroxyazobenzocrowns and the use of hydroxyazobenzocrowns for the synthesis of ionophoric biscrown compounds - Publikacja - MOST Wiedzy

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Rearrangement of azoxybenzocrowns into chromophoric hydroxyazobenzocrowns and the use of hydroxyazobenzocrowns for the synthesis of ionophoric biscrown compounds

Abstrakt

The Wallach rearrangement was used as a method for preparing p-hydroxyazobenzocrown ethers starting from different azoxybenzocrowns as substrates. Synthesis of a series of p-hydroxyazobenzocrowns under modified conditions and characterization of the obtained products are presented. o-Hydroxyazobenzocrowns were identified among the products of the photochemical rearrangement of azoxybenzocrowns. Novel biscrowns were synthesized from p-hydroxyazobenzocrown ethers. The synthesized host molecules, differing in the size of the macrocycles and in the substituents in the aromatic rings, have the same dioxymethylene linkers. They were used as potential sodium or potassium ionophores in classic and miniature (screen-printed) ion-selective electrodes. The properties (tautomerism, acid–base equilibrium) of newly prepared o-hydroxyazobenzocrown ethers and their p-substituted analogs were studied using spectroscopic methods and compared.

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Kategoria:
Publikacja w czasopiśmie
Typ:
artykuł w czasopiśmie wyróżnionym w JCR
Opublikowano w:
TETRAHEDRON nr 69, wydanie 51, strony 1 - 11,
ISSN: 0040-4020
Język:
angielski
Rok wydania:
2013
Opis bibliograficzny:
Szarmach M., Wagner-Wysiecka E., Luboch E.: Rearrangement of azoxybenzocrowns into chromophoric hydroxyazobenzocrowns and the use of hydroxyazobenzocrowns for the synthesis of ionophoric biscrown compounds// TETRAHEDRON. -Vol. 69, iss. 51 (2013), s.1-11
DOI:
Cyfrowy identyfikator dokumentu elektronicznego (otwiera się w nowej karcie) 10.1016/j.tet.2013.10.074
Weryfikacja:
Politechnika Gdańska

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