Beilstein J. Org. Chem.2009,5, No. 59, doi:10.3762/bjoc.5.59
, Tianjin 300071, P.R. China 10.3762/bjoc.5.59 Abstract Three novel phenyltelluroalkoxyl functionalized tweezer-like calix[4]arenes 6–8 and two monophenyltelluropropoxyl functionalized calix[4]arenes 10 (cone conformer) and 12 (partial cone conformer) were synthesized and characterized. They are good Ag
+-selective ionophores in ion-selective electrodes evaluated by electromotive force measurements of polymer membrane electrodes. The tweezer-like ionophores 6–8 showed excellent extraction ability towards Ag+ and Hg2+.
Keywords: calix[4]arenes; extractants; mercury; sensors; silver; telluropodant ether
-selective electrodes (ISEs) in our group and by our co-workers [50][51][52][53]. To continue our interest in the development of new ionophores, herein we describe the design and synthesis of three novel tweezer-like 25,27-dihydroxy-26,28-bis(phenyltelluroalkoxy)calix[4]arenes 6–8 composed of two tellurium
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Graphical Abstract
Scheme 1:
Synthesis and structures of calix[4]arenes 6–8; 3, 6: n = 2; 4, 7: n = 3; 5, 8: n = 5.
Beilstein J. Org. Chem.2008,4, No. 36, doi:10.3762/bjoc.4.36
Maksim Osipov Qianli Chu Steven J. Geib Dennis P. Curran Stephen G. Weber Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA, Fax: +1-412-624-9861; Tel: +1-412-624-8240 10.3762/bjoc.4.36 Abstract Several lower-rim perfluoroalkylated (fluorous) calix[4]arenes
; organofluorine; (perfluoroalkyl)alkyl aryl ethers; Introduction
Calixarenes [1] are one of the most useful types of macrocyclic scaffolds. Since first reported by Zinke and Ziegler [2], calix[4]arenes have been used for a variety of molecular recognition, nanotechnology, and supramolecular applications. These
phenolic units connected by methylene bridges. Synthetic advances over the last several decades [1] have produced methodology to append various functional groups to the aromatic rings. These groups are selected to interact with specific guest molecules [11].
Calix[4]arenes can exist in four possible