Loading…

Synthesis and structures of chiral halo[ N, N-dimethyl- α-(2-naphthyl)ethylamine-3,C,N] mercury (II) complexes

HgCl 2 reacts with enantiomerically pure 3-lithio-( S)-(−) or ( R)-(+)- N, N-dimethyl- α-(2-naphthyl)ethylamine, ( S) or ( R)-LiTMNA, to produce ( S) c( R) Hg-{HgCl[C 10H 6CH(Me)NMe 2]}, 2a′, or ( S) c( R) Hg-{HgCl[C 10H 6CH(Me)NMe 2]}, 2a, in fair yields. The bromide ( 2b) and iodide ( 2c) analogs...

Full description

Saved in:
Bibliographic Details
Published in:Journal of molecular structure 1999-02, Vol.475 (2), p.121-130
Main Authors: Gül, Nizamettin, Nelson, John H.
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:HgCl 2 reacts with enantiomerically pure 3-lithio-( S)-(−) or ( R)-(+)- N, N-dimethyl- α-(2-naphthyl)ethylamine, ( S) or ( R)-LiTMNA, to produce ( S) c( R) Hg-{HgCl[C 10H 6CH(Me)NMe 2]}, 2a′, or ( S) c( R) Hg-{HgCl[C 10H 6CH(Me)NMe 2]}, 2a, in fair yields. The bromide ( 2b) and iodide ( 2c) analogs were prepared in good yields by reaction of 2a with NaBr and NaI, respectively. The crystal structures of 2a′, 2b and 2c show that the Hg atom in each compound is three-coordinate, T-shaped, and slightly pyramidal in the solid state. These three compounds form exclusively as the ( S) c( R) Hg or ( R) c( S) Hg diastereomers with average Hg–C and Hg–N distances of 2.08 (2) Å and 2.65 (2) Å, respectively. The Hg–N bond is weak and is easily cleaved in solution to form temperature-dependent equilibrium mixtures of two- and three-coordinate species as deduced from variable temperature NMR spectroscopy.
ISSN:0022-2860
1872-8014
DOI:10.1016/S0022-2860(98)00509-2