Abstract
The reaction of the sodium salt of pyrrole with N,N-dimethylthiocarbamoyl chloride in N,N-dimethylformamide gave N,N-dimethylpyrrole-1-carbothioamide (Hnpt), while the reaction of pyrrole with N,N-dimethylthiocarbamoyl chloride under phase transfer conditions afforded N,N-dimethylpyrrole-2-carbothioamide (Hapt), together with a very small amount of N,N,N′,N′-tetramethylpyrrole-1,2-dicarbothioamide. Hnpt and Hapt were metallated with lithium tetrachloropalladate in methanol to yield PdCl(npt) and PdCl(apt), respectively. Both complexes reacted with tri-n-butylphosphine (PBu3) and 4-tert-butyl-pyridine (tbp), forming PdCl(npt)(PBu3), PdCl(npt)(tbp), PdCl(apt)(PBu3) and PdCl(apt)(tbp). These and some additional complexes were characterized spectroscopically. In the npt complexes, the ligand was cyclopalladated at C(2) of the pyrrole ring, forming a five-membered, organometallic chelate ring accompanied by thioamide sulphur coordination. In the apt complexes, the ligand acted as a bidentate NS chelate, the ring NH proton being deprotonated. The X-ray analysis of PdCl(npt)(PBu3) and PdCl(apt)(PBu3) confirmed the coordination modes.
| Original language | English |
|---|---|
| Pages (from-to) | 1609-1617 |
| Number of pages | 9 |
| Journal | Polyhedron |
| Volume | 13 |
| Issue number | 10 |
| DOIs | |
| Publication status | Published - 1994 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Biochemistry
- Inorganic Chemistry
- Physical and Theoretical Chemistry
- Materials Chemistry
Cite this
Palladium(II) complexes of N,N-dimethylpyrrole-1- and 2-carbothioamides. / Fukazawa, Masakazu; Kita, Masakazu; Nonoyama, Matsuo.
In: Polyhedron, Vol. 13, No. 10, 1994, p. 1609-1617.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Palladium(II) complexes of N,N-dimethylpyrrole-1- and 2-carbothioamides
AU - Fukazawa, Masakazu
AU - Kita, Masakazu
AU - Nonoyama, Matsuo
PY - 1994
Y1 - 1994
N2 - The reaction of the sodium salt of pyrrole with N,N-dimethylthiocarbamoyl chloride in N,N-dimethylformamide gave N,N-dimethylpyrrole-1-carbothioamide (Hnpt), while the reaction of pyrrole with N,N-dimethylthiocarbamoyl chloride under phase transfer conditions afforded N,N-dimethylpyrrole-2-carbothioamide (Hapt), together with a very small amount of N,N,N′,N′-tetramethylpyrrole-1,2-dicarbothioamide. Hnpt and Hapt were metallated with lithium tetrachloropalladate in methanol to yield PdCl(npt) and PdCl(apt), respectively. Both complexes reacted with tri-n-butylphosphine (PBu3) and 4-tert-butyl-pyridine (tbp), forming PdCl(npt)(PBu3), PdCl(npt)(tbp), PdCl(apt)(PBu3) and PdCl(apt)(tbp). These and some additional complexes were characterized spectroscopically. In the npt complexes, the ligand was cyclopalladated at C(2) of the pyrrole ring, forming a five-membered, organometallic chelate ring accompanied by thioamide sulphur coordination. In the apt complexes, the ligand acted as a bidentate NS chelate, the ring NH proton being deprotonated. The X-ray analysis of PdCl(npt)(PBu3) and PdCl(apt)(PBu3) confirmed the coordination modes.
AB - The reaction of the sodium salt of pyrrole with N,N-dimethylthiocarbamoyl chloride in N,N-dimethylformamide gave N,N-dimethylpyrrole-1-carbothioamide (Hnpt), while the reaction of pyrrole with N,N-dimethylthiocarbamoyl chloride under phase transfer conditions afforded N,N-dimethylpyrrole-2-carbothioamide (Hapt), together with a very small amount of N,N,N′,N′-tetramethylpyrrole-1,2-dicarbothioamide. Hnpt and Hapt were metallated with lithium tetrachloropalladate in methanol to yield PdCl(npt) and PdCl(apt), respectively. Both complexes reacted with tri-n-butylphosphine (PBu3) and 4-tert-butyl-pyridine (tbp), forming PdCl(npt)(PBu3), PdCl(npt)(tbp), PdCl(apt)(PBu3) and PdCl(apt)(tbp). These and some additional complexes were characterized spectroscopically. In the npt complexes, the ligand was cyclopalladated at C(2) of the pyrrole ring, forming a five-membered, organometallic chelate ring accompanied by thioamide sulphur coordination. In the apt complexes, the ligand acted as a bidentate NS chelate, the ring NH proton being deprotonated. The X-ray analysis of PdCl(npt)(PBu3) and PdCl(apt)(PBu3) confirmed the coordination modes.
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U2 - 10.1016/S0277-5387(00)83456-7
DO - 10.1016/S0277-5387(00)83456-7
M3 - Article
VL - 13
SP - 1609
EP - 1617
JO - Polyhedron
JF - Polyhedron
SN - 0277-5387
IS - 10
ER -