ISSN:
1434-1948
Keywords:
Quinine
;
Cinchonine
;
Palladium
;
Platinum
;
Silver
;
Gold
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A series of metal complexes in which quinine (L1) and cinchonine (L2) are coordinated via the four possible donor atoms was prepared and characterized. Coordination of the tertiary N atom of quinine is observed in [L1MPPh3]+NO3- [M = Au (1), Ag (2)], [L1Pd(COD)(Cl)]+ NO3- (3) and L1Pd(Cl)(allyl) (4). The mono anion of quinine functions as N,O chelate ligand in (L1-H+)M(Cl)(PR3) (M = Pd, Pt, 5-10), [(L1-H+)Pd(en)]+NO3- (11) and (L1-H+)2TiCl2 (12). Protection of the tertiary N atom of quinine by methylation or protonation allows the synthesis of the quinoline complexes [(L1CH3+)M(Cl)2(PR3)]+ BF4- (M = Pd, Pt, 14-18), [(L1CH3+)Ir(Cl)2(Cp*)]+ BF4- (19), [(L1+H+)M(Cl)2(PR3)]+ CF3SO3- (M = Pd, Pt, 20-22) and (L2+H+)(ZnCl3-) (23). Quinine and cinchonine act as N,O-N bridge in the complexes (R3P)(Cl)M(μ-L1-H+)M(Cl)2(PR3) (M = Pd, Pt, 24, 25, 27, 28), (Cp*)(Cl)Ir(μ-L1-H1)Ir(Cl)2(Cp*) (29), (EtP3)(Cl)Pd(μ-L2-H+)Pd(Cl)2(PEt3) (26), and as N-N bridge in the complexes [(Ph3P)Au(μ-L1)Au(PPh3)]+NO3- (30) and (allyl)(Cl)Pd(μ-L1)Pd(Cl)(allyl) (31). Coordination of quinine via the C=C double bond occurs in [(L1+2 H+)PtCl3]+Cl- (32). The structures of 11, 13, 19, 23, 26 and 32 were determined by X-ray diffraction. In most cases the coordination mode and the conformation of quinine can also be derived from the 1H-NMR spectra.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
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