Emission from Regioisomeric Bis(phenylethynyl)benzenes during Pulse Radiolysis
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- Shingo Samori
- The Institute of Scientific and Industrial Research (SANKEN), Osaka University, Mihogaoka 8-1, Ibaraki, Osaka 567-0047, Japan, and Department of Chemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253
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- Sachiko Tojo
- The Institute of Scientific and Industrial Research (SANKEN), Osaka University, Mihogaoka 8-1, Ibaraki, Osaka 567-0047, Japan, and Department of Chemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253
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- Mamoru Fujitsuka
- The Institute of Scientific and Industrial Research (SANKEN), Osaka University, Mihogaoka 8-1, Ibaraki, Osaka 567-0047, Japan, and Department of Chemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253
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- Torben Ryhding
- The Institute of Scientific and Industrial Research (SANKEN), Osaka University, Mihogaoka 8-1, Ibaraki, Osaka 567-0047, Japan, and Department of Chemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253
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- Aaron G. Fix
- The Institute of Scientific and Industrial Research (SANKEN), Osaka University, Mihogaoka 8-1, Ibaraki, Osaka 567-0047, Japan, and Department of Chemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253
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- Brittany M. Armstrong
- The Institute of Scientific and Industrial Research (SANKEN), Osaka University, Mihogaoka 8-1, Ibaraki, Osaka 567-0047, Japan, and Department of Chemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253
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- Michael M. Haley
- The Institute of Scientific and Industrial Research (SANKEN), Osaka University, Mihogaoka 8-1, Ibaraki, Osaka 567-0047, Japan, and Department of Chemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253
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- Tetsuro Majima
- The Institute of Scientific and Industrial Research (SANKEN), Osaka University, Mihogaoka 8-1, Ibaraki, Osaka 567-0047, Japan, and Department of Chemistry and the Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253
書誌事項
- 公開日
- 2009-04-14
- 資源種別
- journal article
- DOI
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- 10.1021/jo900494j
- 公開者
- American Chemical Society (ACS)
この論文をさがす
説明
Emission from charge recombination between radical cations and anions of a series of regioisomeric 1,4-, 1,3-, and 1,2-bis(phenylethynyl)benzenes (bPEBs) substituted by various electron donor and/or acceptor groups was measured during pulse radiolysis in benzene (Bz). The formation of bPEB in the excited singlet state ((1)bPEB*) can be attributed to the charge recombination between bPEB(*+) and bPEB(*-), which are initially generated from the radiolytic reaction. This mechanism is reasonably explained by the relationship between the annihilation enthalpy change (-DeltaH(o)) for the charge recombination of bPEB(*+) and bPEB(*-) and excitation energy of (1)bPEB*. Since the degree of the pi-conjugation in the S(1) state and HOMO-LUMO levels of bPEB change with the substitution pattern of phenylacetylene groups on the central benzene ring and the various kinds of donor and/or acceptor group, the fine-tuning of the emission color and intensity of bPEB can be easily carried out during pulse radiolysis in Bz. For donor-acceptor-substituted bPEB, it was found that the difference in the charge transfer conjugated pathways between donor and acceptor substituents (linear-, cross-, and "bent"-conjugated pathways) strongly influenced the HOMO-LUMO energy gap.
収録刊行物
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- The Journal of Organic Chemistry
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The Journal of Organic Chemistry 74 (10), 3776-3782, 2009-04-14
American Chemical Society (ACS)
