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 language | English |
|---|---|
| Pages (from-to) | 435-442 |
| Number of pages | 8 |
| Journal | Journal of the Chinese Chemical Society |
| Volume | 56 |
| Issue number | 2 |
| Publication status | Published - 2009 Sep 7 |
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All Science Journal Classification (ASJC) codes
- Chemistry(all)
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Synthesis and characterization of nickel(II) complex containing 2-(t-butylaminomethyl)pyrrole. / Chang-Chih, Hsieh; Wan-Jung, Chao; Yih-Chern, Horng; Lee, Hon Man.
In: Journal of the Chinese Chemical Society, Vol. 56, No. 2, 07.09.2009, p. 435-442.Research output: Contribution to journal › Article
TY - JOUR
T1 - Synthesis and characterization of nickel(II) complex containing 2-(t-butylaminomethyl)pyrrole
AU - Chang-Chih, Hsieh
AU - Wan-Jung, Chao
AU - Yih-Chern, Horng
AU - Lee, Hon Man
PY - 2009/9/7
Y1 - 2009/9/7
N2 - 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.
AB - 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.
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M3 - Article
AN - SCOPUS:69549124088
VL - 56
SP - 435
EP - 442
JO - Journal of the Chinese Chemical Society
JF - Journal of the Chinese Chemical Society
SN - 0009-4536
IS - 2
ER -