- Title
- Symmetrical diamides based on 2,6-bis(methoxycarbonyl)pyridine: syntheses and metal ion binding studies
- Creator
- Napitupulu, Mery; Griggs, Brendan L.; Luo, Shi-Xia; Turner, Peter; Maeder, Marcel; Lawrance, Geoffrey A.
- Relation
- Journal of Heterocyclic Chemistry Vol. 46, Issue 2, p. 243-250
- Publisher Link
- http://dx.doi.org/10.1002/jhet.72
- Publisher
- Wiley-Blackwell Publishing
- Resource Type
- journal article
- Date
- 2009
- Description
- Symmetrically-armed molecules based on a 2,6-diamidopyridine core, 2,6-bis[N-(1'-piperidinylethyl)- carbamyl]pyridine (1), 2,6-bis[N-(1'-piperazinylethyl)carbamyl]pyridine (2), 2,6-bis[N-2'-(5"-nitropyri- dine)-1'-azapropyl)carbamyl]pyridine (3),2,6-bis[N-(3'-hydroxypropyl)carbamyl]pyridine (4), 2,6-bis[N-(5'-hydroxy-3'-azapentyl)carbamyl]pyridine (5), 2,6-bis[N-2'-oxo-2',3'-dihydropyrimidin-4'-yl)carbamyl]-pyridine (6) as well as the thioamide analogue 2,6-bis[(S-2'-pyridinyl)carbothiyl]pyridine (7) have been prepared and characterized. An X-ray crystal structure of 1 confirms its formation. These molecules are potentially multidentate ligands for metal ions, and complexation has been probed through spectroscopic characterization, particularly by electrospray ionization mass spectrometry, and isolation of some first-row transition metal complexes. The ligands, with potentially coordinating arms extending from each amide, dominantly form simple 1:1 M:L complexes. They show no tendency toward polynuclear helicate formation.
- Subject
- diamides; molecules; ionization; helicate
- Identifier
- http://hdl.handle.net/1959.13/917705
- Identifier
- uon:8393
- Identifier
- ISSN:0022-152X
- Language
- eng
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