Version 1
: Received: 3 November 2018 / Approved: 5 November 2018 / Online: 5 November 2018 (08:07:40 CET)
How to cite:
Méndez-Mendoza, R.A.; Ruíz-Guerrero, R. Spectroscopic Indicators of Diaminomaleonitrile Bisubstitution: A Review. Preprints.org2018, 2018110089. https://doi.org/10.20944/preprints201811.0089.v1
Méndez-Mendoza, R.A.; Ruíz-Guerrero, R. Spectroscopic Indicators of Diaminomaleonitrile Bisubstitution: A Review. Preprints.org 2018, 2018110089. https://doi.org/10.20944/preprints201811.0089.v1
Cite as:
Méndez-Mendoza, R.A.; Ruíz-Guerrero, R. Spectroscopic Indicators of Diaminomaleonitrile Bisubstitution: A Review. Preprints.org2018, 2018110089. https://doi.org/10.20944/preprints201811.0089.v1
Méndez-Mendoza, R.A.; Ruíz-Guerrero, R. Spectroscopic Indicators of Diaminomaleonitrile Bisubstitution: A Review. Preprints.org 2018, 2018110089. https://doi.org/10.20944/preprints201811.0089.v1
Abstract
Diaminomaleonitrile (DAMN) is an electron-rich ligand which is commonly used in the synthesis of purines, amides and Schiff base ligands. In the last case lies the interest in this molecule, given its symmetry and apparent facility to form various ligands and complexes of interest in fields such as organic solar cells and catalysis among others. Nevertheless, its bisubstitution with aldehydes displays certain difficulty due to the double conjugated presence of the nitrile group (C≡N) in its structure, which significantly affect its coordination behavior by modulating the chemical reactivity of its amines. In addition to presenting a practical resume of guidelines for the preparation of different bisubstituted compounds from DAMN, this paper reviews the possibility of attaining a precise characterization by simple spectroscopic techniques. We provide an additional discussion for one of these techniques (commonly reported but often overlooked), given its potential to provide both the symmetry and E/Z configuration of the product. We hope the comprehensive evidence discussed and shown in this review will be helpful to further develop and understand the products derived of this interesting molecule in their broad applications.
Keywords
diaminomaleonitrile; diaminofumaronitrile; monosubstitution; bisubstitution; symmetric; asymmetric; photoisomerization; internal charge transfer
Subject
Chemistry and Materials Science, Electrochemistry
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.