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Monitoring the photochemistry of a formazan over 15 orders of magnitude in time
Wortmann, Svenja, Kutta, Roger Jan und Nuernberger, Patrick
(2022)
Monitoring the photochemistry of a formazan over 15 orders of magnitude in time.
Frontiers in Chemistry 10, S. 983342.
Veröffentlichungsdatum dieses Volltextes: 21 Okt 2022 13:13
Artikel
DOI zum Zitieren dieses Dokuments: 10.5283/epub.53093
Zusammenfassung
2,3,5-triphenyltetrazolium chloride (TTC) may convert into phenyl-benzo[c]tetrazolocinnolium chloride (PTC) and 1,3,5-triphenylformazan (TPF) under irradiation with light. The latter reaction, albeit enzymatically rather than photochemically, is used in so-called TTC assays indicating cellular respiration and cell growth. In this paper, we address the photochemistry of TPF with time-resolved ...
2,3,5-triphenyltetrazolium chloride (TTC) may convert into phenyl-benzo[c]tetrazolocinnolium chloride (PTC) and 1,3,5-triphenylformazan (TPF) under irradiation with light. The latter reaction, albeit enzymatically rather than photochemically, is used in so-called TTC assays indicating cellular respiration and cell growth. In this paper, we address the photochemistry of TPF with time-resolved spectroscopy on various time scales. TPF is stabilized by an intramolecular hydrogen bond and switches photochemically via an E-Z isomerization around an N=N double bond into another TPF-stereoisomer, from which further isomerizations around the C=N double bond of the phenylhydrazone group are possible. We investigate the underlying processes by time-resolved spectroscopy in dependence on excitation wavelength and solvent environment, resolving several intermediates over a temporal range spanning 15 orders of magnitude (hundreds of femtoseconds to hundreds of seconds) along the reaction path. In a quantum-chemical analysis, we identify 16 stable ground-state isomers and discuss which ones are identified in the experimental data. We derive a detailed scheme how these species are thermally and photochemically interconnected and conclude that proton transfer processes are involved.
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| Dokumentenart | Artikel | ||||
| Titel eines Journals oder einer Zeitschrift | Frontiers in Chemistry | ||||
| Verlag: | Frontiers | ||||
|---|---|---|---|---|---|
| Ort der Veröffentlichung: | LAUSANNE | ||||
| Band: | 10 | ||||
| Seitenbereich: | S. 983342 | ||||
| Datum | 28 September 2022 | ||||
| Institutionen | Chemie und Pharmazie > Institut für Physikalische und Theoretische Chemie > Lehrstuhl für Physikalische Chemie I > Prof. Dr. Patrick Nürnberger | ||||
| Identifikationsnummer |
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| Stichwörter / Keywords | TRANS-AZOBENZENE; RESONANCE RAMAN; CIS-AZOBENZENE; COLORIMETRIC ASSAY; ULTRAFAST DYNAMICS; ABSORPTION-SPECTRA; PHOTOISOMERIZATION; MECHANISM; CONFIGURATIONS; ISOMERIZATION; formazan; photoisomerization; transient absorption; femtochemistry; streak camera; excited-state dynamics; proton transfer; ground-state dynamics | ||||
| Dewey-Dezimal-Klassifikation | 500 Naturwissenschaften und Mathematik > 540 Chemie | ||||
| Status | Veröffentlicht | ||||
| Begutachtet | Ja, diese Version wurde begutachtet | ||||
| An der Universität Regensburg entstanden | Ja | ||||
| URN der UB Regensburg | urn:nbn:de:bvb:355-epub-530931 | ||||
| Dokumenten-ID | 53093 |
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