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Updated: Jun 29, 2026

Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds
Published on: October 18, 2018
Quantification of the push-pull character of donor-acceptor triazenes
Erich Kleinpeter1, Bistra A Stamboliyska
1Chemisches Institut der Universität Potsdam, Karl-Liebknecht Str. 24-25, D-14476 Potsdam (Golm), Germany. kp@chem.uni-potsdam.de
Abstract:
The push-pull character of two series of donor-acceptor triazenes has been quantified by (13)C and (15)N chemical shift differences of the partial N(1)=N(2) and N(3)=C(4) double bonds in the central linking C=N-N=N-C unit and by the quotient of the occupations of both the bonding pi and antibonding orbitals pi* of these partial double bonds. Excellent correlations of the two estimates, to quantify the push-pull effect, with the bond lengths strongly recommend the occupation quotients pi*/pi, the (15)N chemical shift differences Deltadelta[N(1),N(2)], and the corresponding bond lengths as reasonable sensors for quantifying charge alternation along the C=N-N=N-C linking unit, for the donor-acceptor quality of the triazenes 1 and 2 and for the molecular hyperpolarizability beta0 of these compounds. Within this context, certain substances can be strongly recommended for NLO application.
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