p-tert-Butyl thiacalix[4]arenes functionalized at the lower rim by o-, m-, p-amido and o-, m-, p-(amidomethyl)pyridine fragments as receptors for α-hydroxy- and dicarboxylic acids

Autor:	Igor S. Antipin, Ivan I. Stoikov, Arkadiy Yu. Zhukov, R. R. Sitdikov, Maria N. Agafonova, Alexander I. Konovalov
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Maleic acid Stereochemistry medicine.drug_class Organic Chemistry Carboxamide Biochemistry Medicinal chemistry Chemical synthesis chemistry.chemical_compound Dicarboxylic acid chemistry Drug Discovery Pyridine medicine Thiacalixarene Selectivity Stoichiometry
Zdroj:	Tetrahedron. 66:359-367
ISSN:	0040-4020
DOI:	10.1016/j.tet.2009.10.075
Popis:	A series of new p - tert -butyl thiacalix[4]arenes with o -, m -, p -amido and o -, m -, p -(amidomethyl)pyridine substituents at the lower rim in cone , partial cone , and 1,3- alternate conformations were synthesized. The ability of the obtained compounds to recognize the α-hydroxy (glycolic, tartaric) and dicarboxylic (oxalic, malonic, succinic, fumaric, and maleic) acids was investigated by UV–vis spectroscopy. Also, the efficiency and selectivity of binding, the association constants log K a (10 2 to 10 7 M −1 ) and the stoichiometry were determined for the complexes of p - tert -butyl thiacalix[4]arenes with the acids. The receptors based on p - tert -butyl thiacalix[4]arenes with (amidomethyl)pyridine substitutes are most efficient in complexation in many cases.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::025f43f24b235ba5be18792d6f380445 https://doi.org/10.1016/j.tet.2009.10.075 Zobrazit plný text záznamu Full Text from ScienceDirect