Issue 9, 2007

Zinc–salophen complexes as selective receptors for tertiary amines

Abstract

Zinc–salophen compounds 13 incorporating in the given order 1,2-diaminobenzene, 2,3-diaminonaphthalene, and 9,10-diaminophenantrene moieties were synthesised. Their binding properties toward a series of tertiary amines were assessed by UV-Vis and fluorescence spectroscopy in chloroform solution. Unprecedented selectivities of quinuclidine vs. triethylamine higher than 105 were recorded, thereby revealing the dramatic influence of steric effects on axial coordination of tertiary amines. X-Ray diffraction analyses showed that in the solid state compound 2 is dimeric, but its 1 : 1 quinuclidine complex is monomeric. Strong indications were obtained that both free receptors and their amine adducts are monomeric in dilute chloroform solution.

Graphical abstract: Zinc–salophen complexes as selective receptors for tertiary amines

Supplementary files

Article information

Article type
Paper
Submitted
16 Jan 2007
Accepted
08 May 2007
First published
29 May 2007

New J. Chem., 2007,31, 1633-1638

Zinc–salophen complexes as selective receptors for tertiary amines

A. Dalla Cort, L. Mandolini, C. Pasquini, K. Rissanen, L. Russo and L. Schiaffino, New J. Chem., 2007, 31, 1633 DOI: 10.1039/B700723J

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