Abstract
Schiff bases of salicylaldehyde with amines (anils) comprise a chemical system undergoing hydrogen-atom tautomerism between enol and keto forms and show the phenomena of solid state photochromism and thermochromism. However, the photochromic phenomenon is exhibited not only in the crystalline state but in solution and rigid glasses as well. The extensive investigations on the system converge to a general scheme, according to which upon irradiation of the enol tautomer, its electronic excited state is converted to the excited cis-keto form, which subsequently may lead either back to the enol form, or to the final photoproduct, the trans-keto form. It has been shown that photochromism is a characteristic property of the molecules and the chromo-behaviour is influenced by the environment such as the crystal packing of the compounds in the solid state and the nature of the solvent in solution. Anils, apart from their fundamental interest, have potential for applications based on their ability to change some of their properties upon irradiation, when proton transfer between the enol and the keto occurs.
Current Organic Chemistry
Title: Anils: Photochromism by H-transfer
Volume: 13 Issue: 3
Author(s): Eugene Hadjoudis, Spyros D. Chatziefthimiou and Irene M. Mavridis
Affiliation:
Abstract: Schiff bases of salicylaldehyde with amines (anils) comprise a chemical system undergoing hydrogen-atom tautomerism between enol and keto forms and show the phenomena of solid state photochromism and thermochromism. However, the photochromic phenomenon is exhibited not only in the crystalline state but in solution and rigid glasses as well. The extensive investigations on the system converge to a general scheme, according to which upon irradiation of the enol tautomer, its electronic excited state is converted to the excited cis-keto form, which subsequently may lead either back to the enol form, or to the final photoproduct, the trans-keto form. It has been shown that photochromism is a characteristic property of the molecules and the chromo-behaviour is influenced by the environment such as the crystal packing of the compounds in the solid state and the nature of the solvent in solution. Anils, apart from their fundamental interest, have potential for applications based on their ability to change some of their properties upon irradiation, when proton transfer between the enol and the keto occurs.
Export Options
About this article
Cite this article as:
Hadjoudis Eugene, Chatziefthimiou D. Spyros and Mavridis M. Irene, Anils: Photochromism by H-transfer, Current Organic Chemistry 2009; 13 (3) . https://dx.doi.org/10.2174/138527209787314797
DOI https://dx.doi.org/10.2174/138527209787314797 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Related Journals
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
- Announcements
Related Articles
-
The Role of Phosphorylation in Synucleinopathies: Focus on Parkinsons Disease
CNS & Neurological Disorders - Drug Targets Injectable Thermosensitive Chitosan/Glycerophosphate-Based Hydrogels for Tissue Engineering and Drug Delivery Applications: A Review
Recent Patents on Drug Delivery & Formulation Intra- and Interdomain Flexibility in Matrix Metalloproteinases: Functional Aspects and Drug Design
Current Pharmaceutical Design Polyphenols: A Potential New Strategy for the Prevention and Treatment of Anxiety and Depression
Current Nutrition & Food Science Drug Delivery Across the Blood-Brain Barrier
Current Nanoscience Glucokinase Activators for the Potential Treatment of Type 2 Diabetes
Current Topics in Medicinal Chemistry Is rTMS an Effective Therapeutic Strategy that Can Be Used to Treat Parkinson's Disease?
CNS & Neurological Disorders - Drug Targets Recent Progress and Patents in Silicon Nanotubes
Recent Patents on Nanotechnology Clinical Applications of Creatine Supplementation on Paediatrics
Current Pharmaceutical Biotechnology Perspectives in Engineered Mesenchymal Stem/Stromal Cells Based Anti- Cancer Drug Delivery Systems
Recent Patents on Anti-Cancer Drug Discovery Do mtDNA Mutations Participate in the Pathogenesis of Sporadic Parkinsons Disease?
Current Genomics The Development of New Oximes and the Evaluation of their Reactivating, Therapeutic and Neuroprotective Efficacy Against Tabun
Mini-Reviews in Medicinal Chemistry Renin-Angiotensin-Aldosterone System: A Current Drug Target for the Management of Neuropathic Pain
Current Drug Targets Pathologically-Activated Therapeutics for Neuroprotection: Mechanism of NMDA Receptor Block by Memantine and S-Nitrosylation
Current Drug Targets Affinity Chromatography Method for Determination of Binding of Drugs to Melanin and Evaluation of Side Effect Potential of Antipsychotic Agents
Current Pharmaceutical Analysis Conformation as the Therapeutic Target for Neurodegenerative Diseases
Current Alzheimer Research Cerebrolysin and Aquaporin 4 Inhibition Improve Pathological and Motor Recovery after Ischemic Stroke
CNS & Neurological Disorders - Drug Targets Editorial (Hot Topic: Remote Monitoring of Movement Disorders)
Recent Patents on Biomedical Engineering (Discontinued) Genetic Variants in Diseases of the Extrapyramidal System
Current Genomics A Review on Expedient Assets of Polymers Employed in Novel Topical Formulation for Successful Treatment of Arthritis
Current Applied Polymer Science