A practical synthesis of the atropisomerically chiral ligand QUINAP is described, followed by its efficient resolution into enantiomers by employing a deficiency of the chloropalladium complex derived from 1′-(R)-1′-(dimethylamino)-1-ethylnaphthalene. The X-ray structure of the ligand, which crystallises as a conglomerate, is reported.
The X-ray crystal structures of palladium complexes 4 and 6 derived from (R)-N,N-dimethyl-I-(I-naphthy1)ethylamine and (S)-N,N-dimethyl-I-phenylethylamine, respectively, are reported; in the latter case two diastereoisomers differing both in the ligand configuration and the conformation of the C,N-chelate ring cocrystallise as a quasi racemate.
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