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Anion Binding by Meta Ureido-substituted Thiacalix[4]arenes

SYSNO ASEP	0420988
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Anion Binding by Meta Ureido-substituted Thiacalix[4]arenes
Author(s)	Kundrát, O. (CZ) Eigner, V. (CZ) Cuřínová, Petra (UCHP-M)_{RID, SAI, ORCID} Kroupa, J. (CZ) Lhoták, P. (CZ)
Source Title	Tetrahedron. - : Elsevier - ISSN 0040-4020 Roč. 67, č. 43 (2011), s. 8367-8372
Number of pages	6 s.
Language	eng - English
Country	GB - United Kingdom
Keywords	calixarene ; meta nitration ; recognition
Subject RIV	CC - Organic Chemistry
R&D Projects	GA203/09/0691 GA ČR - Czech Science Foundation (CSF)
	IAAX08240901 GA AV ČR - Academy of Sciences of the Czech Republic (AV ČR)
Institutional support	UCHP-M - RVO:67985858
UT WOS	000295662600021
DOI	10.1016/j.tet.2011.08.062
Annotation	The regioselective nitration of 25,26,27,28-tetrapropoxythiacalix[4]arene (1,3-alternate) led to the formation of mono- and dinitro derivatives bearing NO2 groups in the meta positions at the same side of the molecule. Their reduction and subsequent condensation with arylisocyanates gave the new types of anion receptors with a so far unknown meta-substitution pattern. In a highly HB-competitive solvent like DMSO, the novel ligands showed good complexation abilities. Moreover, as can be documented by higher complexation constants, achiral receptors 9a, 9b are better preorganized for anion binding than corresponding stereoisomers 10a, 10b. Our results indicate that anion receptors based on meta-substituted thiacalixarenes possess complexation abilities fully comparable with common para-substituted analogues.
Workplace	Institute of Chemical Process Fundamentals
Contact	Eva Jirsová, jirsova@icpf.cas.cz, Tel.: 220 390 227
Year of Publishing	2014

Number of the records: 1