Coumaric amide rotaxanes: effects of hydrogen bonding and mechanical interlocking on the photochemistry and photophysics
Secondary amide derivatives of coumaric and ferulic acid are shown to undergo photoisomerization, forming a photostationary mixture of E- and Z-isomers. When the same chromophores are incorporated in rotaxanes, the extent of conversion to the Z-isomers is much smaller. Low temperature fluorescence e...
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| Veröffentlicht in: | Photochemical & photobiological sciences 2007-04, Vol.6 (4), p.480-486 |
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| container_title | Photochemical & photobiological sciences |
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| creator | Brouwer, Albert M Fazio, Sandro M Haraszkiewicz, Natalia Leigh, David A Lennon, Claire M |
| description | Secondary amide derivatives of coumaric and ferulic acid are shown to undergo photoisomerization, forming a photostationary mixture of E- and Z-isomers. When the same chromophores are incorporated in rotaxanes, the extent of conversion to the Z-isomers is much smaller. Low temperature fluorescence experiments show that the energy barrier for non-radiative decay of the excited state is higher in the rotaxanes than in the corresponding threads, but the barriers are low in all cases. |
| doi_str_mv | 10.1039/b618795a |
| format | Article |
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Low temperature fluorescence experiments show that the energy barrier for non-radiative decay of the excited state is higher in the rotaxanes than in the corresponding threads, but the barriers are low in all cases.</description><identifier>ISSN: 1474-905X</identifier><identifier>EISSN: 1474-9092</identifier><identifier>DOI: 10.1039/b618795a</identifier><identifier>PMID: 17404644</identifier><language>eng</language><publisher>England</publisher><subject>Amides - chemistry ; Amides - radiation effects ; Computer Simulation ; Coumaric Acids - chemistry ; Coumaric Acids - radiation effects ; Hydrogen Bonding ; Magnetic Resonance Spectroscopy - methods ; Magnetic Resonance Spectroscopy - standards ; Molecular Structure ; Photochemistry ; Reference Standards ; Rotaxanes - chemistry ; Rotaxanes - radiation effects ; Sensitivity and Specificity ; Spectrometry, Fluorescence - methods ; Stereoisomerism ; Temperature ; Ultraviolet Rays</subject><ispartof>Photochemical & photobiological sciences, 2007-04, Vol.6 (4), p.480-486</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-c692519d1a335ea9405f5750e3c1869944de35ddf7fcc54bbfeba2e045ab3f823</citedby><cites>FETCH-LOGICAL-c281t-c692519d1a335ea9405f5750e3c1869944de35ddf7fcc54bbfeba2e045ab3f823</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,2818,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17404644$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Brouwer, Albert M</creatorcontrib><creatorcontrib>Fazio, Sandro M</creatorcontrib><creatorcontrib>Haraszkiewicz, Natalia</creatorcontrib><creatorcontrib>Leigh, David A</creatorcontrib><creatorcontrib>Lennon, Claire M</creatorcontrib><title>Coumaric amide rotaxanes: effects of hydrogen bonding and mechanical interlocking on the photochemistry and photophysics</title><title>Photochemical & photobiological sciences</title><addtitle>Photochem Photobiol Sci</addtitle><description>Secondary amide derivatives of coumaric and ferulic acid are shown to undergo photoisomerization, forming a photostationary mixture of E- and Z-isomers. 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When the same chromophores are incorporated in rotaxanes, the extent of conversion to the Z-isomers is much smaller. Low temperature fluorescence experiments show that the energy barrier for non-radiative decay of the excited state is higher in the rotaxanes than in the corresponding threads, but the barriers are low in all cases.</abstract><cop>England</cop><pmid>17404644</pmid><doi>10.1039/b618795a</doi><tpages>7</tpages></addata></record> |
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| identifier | ISSN: 1474-905X |
| ispartof | Photochemical & photobiological sciences, 2007-04, Vol.6 (4), p.480-486 |
| issn | 1474-905X 1474-9092 |
| language | eng |
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| source | Royal Society of Chemistry Journals Archive (1841-2007); MEDLINE; Royal Society Of Chemistry Journals 2008-; Springer Nature - Complete Springer Journals |
| subjects | Amides - chemistry Amides - radiation effects Computer Simulation Coumaric Acids - chemistry Coumaric Acids - radiation effects Hydrogen Bonding Magnetic Resonance Spectroscopy - methods Magnetic Resonance Spectroscopy - standards Molecular Structure Photochemistry Reference Standards Rotaxanes - chemistry Rotaxanes - radiation effects Sensitivity and Specificity Spectrometry, Fluorescence - methods Stereoisomerism Temperature Ultraviolet Rays |
| title | Coumaric amide rotaxanes: effects of hydrogen bonding and mechanical interlocking on the photochemistry and photophysics |
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