Tricarbonylchromium complexes of 2-aminotetralin derivatives. Hydride displacement of aromatic methoxy groups

Abstract

Tricarbonylchromium complexes of methoxy-substituted 2-propionamido- and 2-aminotetralins have been prepared and the stereochemistry of (2S)-endo-tricarbonyl[8-methoxy-2-(N-propylpropionamido)tetralin]chromium, (2S)-endo-4c, has been established by X-ray structure analysis. The complexes could be demethoxylated by treatment with LiAlH₄. This reaction occurred more readily with the endo- than with the exo-isomers. The fastest demethoxylation was observed with the tricarbonylchromium complex of 2-(2-methoxyphenyl)-N,N-dipropylethylamine.