Synthesis and characterization of nickel(II) complex containing 2-(t-butylaminomethyl)pyrrole

Hsieh Chang-Chih, Chao Wan-Jung, Horng Yih-Chern, Hon Man Lee

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Abstract

Two aminopyrroles, 2-(t-butylaminomethyl)pyrrole (HL1) and 2,5-di(t-butylaminomethyl)pyrrole (HL2), were synthesized and the hydrogen-bond interactions were observed in the single-crystal X-ray structures of HL1-HCl and HL2. Bis[2-(t-butylaminomethyl)pyrrole]nickel(II) [Ni(L1)2] was prepared by treatment of the NiCl2 with 2 equiv. of mono-deprotonated HL1 in THF solvent. The solid-state structure of Ni(L1)2 shows the N4-coordinated nickel atom, with a geometry corresponding to a square-planar structure, in which two intramolecular C-H⋯Ni interactions are present at the axial positions with contact distances of 2.77 Å. The complex displays an irreversible reduction response at -0.66 V (vs. Fc +/Fc) in CH3CN. Furthermore, 1H, 13C-HSQC NMR experiments performed at room temperature revealed that the two methylene protons of the chelating L1-1 are chemically nonequivalent and one of them is coupled to the amino proton. The coupling constants (JHH') observed are close to the values predicted from the vicinal Karplus correlation diagram.

Original languageEnglish
Pages (from-to)435-442
Number of pages8
JournalJournal of the Chinese Chemical Society
Volume56
Issue number2
Publication statusPublished - 2009 Sep 7

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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