Synthesis and conformational analysis of constrained ethylene-bridged bis(hydroxylamino-1,3,5-triazine) compounds as tetradentate ligands; structure of rigid dinuclear Ti(IV) complex

Tal Hermon, Edit Y. Tshuva

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17 Scopus citations

Abstract

(Chemical Equation Presented) Ethylene-bridged bis(hydroxylamino-1,3,5- triazine) compounds, that may serve as tetradentate ligands, were synthesized in three steps from 2,4,6-trichloro-1,3,5-triazine. These compounds demonstrate different rotation restrictions around the CAr-N bonds due to their distinctive electronic structure as apparent from their resonative contributors. A dinuclear complex Ti2(μ-L)2(OiPr)4 (L = bis(triazine)) was synthesized where each octahedral Ti(IV) center is also bound to two isopropoxo groups. The complex rigidity is manifested in a significant deviation from planarity of the aromatic systems, and relatively long Ti-N bonds compared to mononuclear analogous complexes. Increased ligand lability in this complex brings about diminished cytotoxicity toward colon and ovarian cells.

Original languageAmerican English
Pages (from-to)5953-5958
Number of pages6
JournalJournal of Organic Chemistry
Volume73
Issue number15
DOIs
StatePublished - 1 Aug 2008

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