| Preparation and Acid-Responsive Photophysical Properties of T-Shaped π-Conjugated Molecules Containing a Benzimidazole Junction. | |
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MedLine Citation:
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PMID: 21815271 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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T-shaped π-conjugated molecules with an N-methyl-benzimidazole junction have been synthesized and their acid-responsive photophysical properties owing to the change in the π-conjugation system are discussed. T-shaped π-conjugated molecules consist of two orthogonal π-conjugated systems including a phenyl thiophene extended from the 2-position and alkyl phenylenes connected through various π-spacers from the 4,7-positions of the N-methyl-benzimidazole junction. The π-spacers, such as thiophene, ethyne, and ethane, have an effect on the acid response of photophysical properties in terms of changes in conformation, excited-state energy and charge-transfer (CT) characteristics. In particular, the π-conjugated molecule with ethynyl spacers exhibited a marked redshift in the fluorescence spectrum with a large Stokes shift upon the addition of acid, whereas the other molecules showed substantial quenching. The redshift in emission was studied in detail by temperature-dependent fluorescence measurements, which indicated the transition to a CT state over the finite activation energy at the excited state. The change in the frontier molecular orbitals upon acid addition was further discussed by means of DFT calculations. |
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Authors:
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Toshifumi Inouchi; Takuya Nakashima; Masaya Toba; Tsuyoshi Kawai |
Publication Detail:
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Type: JOURNAL ARTICLE Date: 2011-8-3 |
Journal Detail:
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Title: Chemistry, an Asian journal Volume: - ISSN: 1861-471X ISO Abbreviation: - Publication Date: 2011 Aug |
Date Detail:
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Created Date: 2011-8-4 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101294643 Medline TA: Chem Asian J Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Copyright Information:
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Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
Affiliation:
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Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST, 8916-5 Takayama, Ikoma, Nara 630-0192 (Japan), Fax: (+81) 743-72-6179. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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