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8‐quinolylcyclopentadienyl, a ligand with a tailored fit for chelate complexes
Author(s) -
Enders Markus,
Rudolph Ralph,
Pritzkow Hans
Publication year - 1996
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19961290415
Subject(s) - chemistry , trimethylsilyl , zirconium , chelation , ligand (biochemistry) , derivative (finance) , metal , crystal structure , nitrogen atom , ammonia , medicinal chemistry , nitrogen , stereochemistry , crystallography , inorganic chemistry , organic chemistry , group (periodic table) , biochemistry , receptor , financial economics , economics
8‐Lithioquinoline reacts with 2,3,4,5‐tetramethylcyclopentenone to give 8‐quinolylcyclopentadiene ( 1/2 ) after acidic workup and treatment with ammonia. Two of the possible three isomers are formed; the acidic protons on the Cp rings show unusual downfield shifts in the 1 H‐NMR spectra. Treatment with strong bases led to the intensely coloured anionic 4 which was converted into the trimethylsilyl derivative 5 . This is a suitable starting compound for the trihalotitanium and ‐zirconium compounds 6 and 7 . The two complexes were investigated by crystal structure analyses. In both cases the quinolyl nitrogen atom is coordinated to the metal.