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Publication Details
AFRICAN RESEARCH NEXUS
SHINING A SPOTLIGHT ON AFRICAN RESEARCH
chemistry
Photochromism of dihydroindolizines Part VI: Synthesis and photochromic behavior of a novel type of IR-absorbing photochromic compounds based on highly conjugated dihydroindolizines
Journal of Physical Organic Chemistry, Volume 19, No. 7, Year 2006
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Description
Novel photochromic bis-styryl dihydroindolizines (DHIs) 5a-β bearing different cycloalkanone ring sizes were prepared in 11-42% yield via nucleophilic addition of bis-styryl cycloalkanones 2a-k to substituted spirocyclopropenes 1a-g. The absorption maxima (λmax) of the colored betaines 4a-β (formed after UV-irradiation) were detected by millisecond flash photolysis, laser flash photolysis as well as FT-UV/VIS measurements. All betaines 4a-β showed two absorption maxima, one in the visible region (500-575 nm) and another one in the IR-region (800-878 nm). The kinetics of the fast cyclizing process of betaines 4a-β to DHIs 5a-β were studied in dichloromethane solution by millisecond flash photolysis and were found to take place in the millisecond range (76-450 msec). The strong colorability of betaines 4a-β may be attributed to the highly conjugated betaine structures as well as to the presence of the carbonyl chromophore. Interestingly, a remarkable photo-fatigue resistance of some studied betaines 4 showed t30- values higher than the standard one. Large solvatochromic effects on the absorption maxima (λmax) as well as a substantial increase of the half-lives (t1/2) with solvent polarity of betaines 3a-α were also observed. Copyright © 2006 John Wiley & Sons, Ltd.
Authors & Co-Authors
Ahmed, Saleh A A.
Egypt, Asyut
Faculty of Science
Saudi Arabia, Riyadh
Taiba University
Statistics
Citations: 33
Authors: 1
Affiliations: 2
Identifiers
Doi:
10.1002/poc.1098
e-ISSN:
10991395