Abstract

Nine bivalent cations were examined spectrophotometrically for a color reaction with <i>anti</i>-2-amino-5-chlorobenzophenone oxime, using aqueous ethanol as solvent. Only Cu⁺⁺ gave a positive color change owing to the formation of complexes. The <i>syn</i> isomer gave a negative result with all of the cations. This test also distinguished the two isomeric forms of eight additional pairs of analogous oximes. In the case of the <i>anti</i>-2-amino-5-chloro-derivative, the nature of the copper complexes in solution was explored; a crystalline complex, formulated as [C₁₃H₁₁C1N₂O)₂Cu·H₂O] ₂++2SO₄⁻⁻, was isolated. The proton-resonance signals given by the hydroxyl and amino groups for the whole set of oximes provide evidence for a significant structural difference between the two isomeric forms. The infrared spectra show lower symmetric NH stretching frequencies for the <i>anti</i> forms than for the <i>syn</i> forms. These differences are attributed to the presence of an intramolecular N–H…N=C hydrogen bond in the <i>anti</i> forms and to its absence in the case of the <i>syn</i> forms. The ultraviolet spectra of the <i>anti</i> forms show an increased intensity of absorption and a maximum at lower wavelength in the 220–250 mμ range when compared to the <i>syn</i> forms. The situation is similar with regard to intensity, but there is a shift to a higher wavelength, for the broad absorption maximum in the 300–350 mμ range. It is concluded that these latter two regularities stem mostly from the differences in molecular geometry of the <i>anti</i> and <i>syn</i> isomers, with only a small contribution resulting specifically from the difference in hydrogen bonding.

Important role of the ethylenedioxy group bound to the thienyl-di-vinylene π-conjugation unit of tricyanofuran-based donor-acceptor electro-optic chromophores

Toshiki Yamada, Isao Aoki, Chiyumi Yamada, and Akira Otomo
Opt. Mater. Express 6(9) 3020-3035 (2016)

Spectra of Copper Ions in KCl

A. Glasner, L. Ben-Dor, and S. Zolotov
J. Opt. Soc. Am. 55(7) 818-821 (1965)

Fabrication and characterization of three-dimensional copper metallodielectric photonic crystals

Amir Tal, Yun-Sheng Chen, Henry E. Williams, Raymond C. Rumpf, and Stephen M. Kuebler
Opt. Express 15(26) 18283-18293 (2007)

Evaluation of the Color Changes of Screened Indicators: Phenol Red plus Methylene Blue and Phenol Red with Copper Oxalato Complex

V. M. Bhuchar and S. R. Das
J. Opt. Soc. Am. 54(6) 817-820 (1964)

Synthesis, chemical characterization and nonlinear optical properties of thallium(III) phthalocyanine halide complexes

Jeffrey P. Fitzgerald, Peter D. Huffman, Ian A. Brenner, Jeremiah J. Wathen, Guy Beadie, Richard G. S. Pong, James S. Shirk, and Steven R. Flom
Opt. Mater. Express 5(7) 1560-1578 (2015)