Lateral cis -1,3,5,7-tetraazadecalin podands and their complexes: Synthesis, structure, and strong binding with Pb(II) and other heavy metal ions

Ofer Reany, Benzion Fuchs

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

The chemistry and complexation behavior of diaminal podands based on cis-1,3,5,7-tetraazadecalin (cis-TAD) were elaborated, reassessed, and extended. The synthesis of 2,6-bis(hydroxymethylene)-cis-TAD (9) and 2,6-bis(α, α'-dimethyl-β- hydroxyethyl)-cis-TAD (10) as well as of suitably substituted 2,6-diaryl-cis-TAD podands is laid out. For the latter, the effect of electron donating or withdrawing substituents on the benzaldehyde reagents was examined while 9 and 10 were probed and showed considerable propensity for heavy metal-ion chelation. The [CdII·(9)] and [Pb II·(9)] complexes stood out indeed, and their structure and properties show a particularly interesting 5-amino-1,3-diazane chelation type and strong ligand-ion binding mode, with intramolecular donor exchange in solution, all strongly influenced by the anomeric effect in the ligand.

Original languageEnglish
Pages (from-to)1976-1990
Number of pages15
JournalInorganic Chemistry
Volume52
Issue number4
DOIs
StatePublished - 18 Feb 2013
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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