Syntheses, crystal structures, and metal ion complexation studies of novel diaza-18-crown-6 ligands containing aromatic thiol-derived side arms

Autor:	N. Kent Dalley, Xian X. Zhang, Jerald S. Bradshaw, Krzysztof E. Krakowiak, Paul B. Savage, Guoping Xue, Reed M. Izatt, Ning Su
Rok vydání:	2000
Předmět:	chemistry.chemical_classification Metal ions in aqueous solution Organic Chemistry 18-Crown-6 Crystal structure Metal Crystal chemistry.chemical_compound chemistry visual_art Polymer chemistry visual_art.visual_art_medium Thiol Titration Methanol
Zdroj:	Journal of Heterocyclic Chemistry. 37:711-718
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570370407
Popis:	The Mannich aminomethylation reaction of aromatic thiols has been used to produce diaza-18-crown-6 ligands containing thiol-derived side arms. Thiophenols were attached to the azacrown through N-CH2-S linkages even in the presence of hydroxy or acetamido groups. Heteroaromatic thiols containing N=C-SH (or NH-C=S) structural fragments were attached to diaza-18-crown-6 by N-CH2-N linkages with the thiol becoming a thione function. X-ray crystal structural analyses show the N-CH2-S and N-CH2-N linkages for some of the new macrocyclic compounds. Interactions of four of the new diaza-18-crown-6 ligands with Na+, K+, Ba2+, Ag+, Zn2+, Cd2+, Ni2+, and Cu2+ were evaluated by calorimetric titration at 25° in methanol. The results show that these ligands form stable complexes with many of the metal ions studied.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::482c12c48031c1102bb78256c2ca3577 https://doi.org/10.1002/jhet.5570370407 Zobrazit plný text záznamu Plný text