Aromatic C-Nitroso Compounds and Their Dimers: A Model for Probing the Reaction Mechanisms in Crystalline Molecular Solids

This review is focused on the dimerization and dissociation of aromatic C-nitroso compounds and their dimers, the reactions that could be used as a convenient model for studying the thermal organic solid-state reaction mechanisms. This molecular model is simple because it includes formation or break...

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Main Authors: Ivana Biljan, Hrvoj Vančik
Format: Article
Language:English
Published: MDPI AG 2017-12-01
Series:Crystals
Subjects:
Online Access:https://www.mdpi.com/2073-4352/7/12/376
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author Ivana Biljan
Hrvoj Vančik
author_facet Ivana Biljan
Hrvoj Vančik
author_sort Ivana Biljan
collection DOAJ
description This review is focused on the dimerization and dissociation of aromatic C-nitroso compounds and their dimers, the reactions that could be used as a convenient model for studying the thermal organic solid-state reaction mechanisms. This molecular model is simple because it includes formation or breaking of only one covalent bond between two nitrogen atoms. The crystalline molecular solids of nitroso dimers (azodioxides) dissociate by photolysis under the cryogenic conditions, and re-dimerize by slow warming. The thermal re-dimerization reaction is examined under the different topotactic conditions in crystals: disordering, surface defects, and phase transformations. Depending on the conditions, and on the molecular structure, aromatic C-nitroso compounds can associate to form one-dimensional polymeric structures and are able to self-assemble on gold surfaces.
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spelling doaj.art-51e0b392a4204aed801bccef5a700afc2022-12-22T02:19:35ZengMDPI AGCrystals2073-43522017-12-0171237610.3390/cryst7120376cryst7120376Aromatic C-Nitroso Compounds and Their Dimers: A Model for Probing the Reaction Mechanisms in Crystalline Molecular SolidsIvana Biljan0Hrvoj Vančik1Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102A, 10000 Zagreb, CroatiaDepartment of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102A, 10000 Zagreb, CroatiaThis review is focused on the dimerization and dissociation of aromatic C-nitroso compounds and their dimers, the reactions that could be used as a convenient model for studying the thermal organic solid-state reaction mechanisms. This molecular model is simple because it includes formation or breaking of only one covalent bond between two nitrogen atoms. The crystalline molecular solids of nitroso dimers (azodioxides) dissociate by photolysis under the cryogenic conditions, and re-dimerize by slow warming. The thermal re-dimerization reaction is examined under the different topotactic conditions in crystals: disordering, surface defects, and phase transformations. Depending on the conditions, and on the molecular structure, aromatic C-nitroso compounds can associate to form one-dimensional polymeric structures and are able to self-assemble on gold surfaces.https://www.mdpi.com/2073-4352/7/12/376aromatic C-nitroso compoundssolid-state reaction mechanismsazodioxidescryogenic photodissociation
spellingShingle Ivana Biljan
Hrvoj Vančik
Aromatic C-Nitroso Compounds and Their Dimers: A Model for Probing the Reaction Mechanisms in Crystalline Molecular Solids
Crystals
aromatic C-nitroso compounds
solid-state reaction mechanisms
azodioxides
cryogenic photodissociation
title Aromatic C-Nitroso Compounds and Their Dimers: A Model for Probing the Reaction Mechanisms in Crystalline Molecular Solids
title_full Aromatic C-Nitroso Compounds and Their Dimers: A Model for Probing the Reaction Mechanisms in Crystalline Molecular Solids
title_fullStr Aromatic C-Nitroso Compounds and Their Dimers: A Model for Probing the Reaction Mechanisms in Crystalline Molecular Solids
title_full_unstemmed Aromatic C-Nitroso Compounds and Their Dimers: A Model for Probing the Reaction Mechanisms in Crystalline Molecular Solids
title_short Aromatic C-Nitroso Compounds and Their Dimers: A Model for Probing the Reaction Mechanisms in Crystalline Molecular Solids
title_sort aromatic c nitroso compounds and their dimers a model for probing the reaction mechanisms in crystalline molecular solids
topic aromatic C-nitroso compounds
solid-state reaction mechanisms
azodioxides
cryogenic photodissociation
url https://www.mdpi.com/2073-4352/7/12/376
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