8322. Salen

Nomenclature

CAS number: 129409-01-4 (E,E-form); 94-93-9 (unspecified stereo)
(E,E)-2,2′-[1,2-Ethanediylbis(nitrilomethylidyne)]bisphenol; N,N′-bis[(2-hydroxyphenyl)methylene]-1,2-ethanediamine; N,N′-ethylenebis(salicylideneimine); H2sal2en.
C16H16N2O2; mol wt 268.31.
C 71.62%, H 6.01%, N 10.44%, O 11.93%.

Description and references

Tetradentate Schiff base chelating ligand. Prepn: A. T. Mason, Ber. 20, 267 (1887); and spectral analysis of Cu(II) complex: G. V. Panova et al., J. Gen. Chem. USSR 53, 1452 (1983). Prepn of transition metal complexes: P. Pfeiffer et al., Ann. 505, 84 (1933); and their physicochemical properties: A. Z. El-Sonbati et al., Transition Met. Chem. 17, 66 (1992); M. M. Bhadbhade, D. Srinivas, Inorg. Chem. 32, 6122 (1993). Mass spectra of transition metal complexes: S. M. Schildcrout et al., ibid. 34, 4117 (1995). Thermodynamic properties of salen and its metal complexes: F. Lloret et al., Inorg. Chim. Acta 189, 195 (1991). Use of Mn(III) complex as catalyst in epoxidation of olefins: K. Srinivasan et al., J. Am. Chem. Soc. 108, 2309 (1986); as specific DNA cleaving agent: D. J. Gravert, J. H. Griffin, J. Org. Chem. 58, 820 (1993).

Chemical structure

Properties

Crystals from alcohol, mp 125-126°. Insol in water.

Use

As stabilizing ligand for a variety of oxidation states of metal ions.