NDLI: Preparation and acid-responsive photophysical properties of T-shaped π-conjugated molecules containing a benzimidazole junction.

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Preparation and acid-responsive photophysical properties of T-shaped π-conjugated molecules containing a benzimidazole junction.

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Inouchi, Toshifumi Nakashima, Takuya Toba, Masaya Kawai, Tsuyoshi
Description	Country affiliation: Japan Author Affiliation: Inouchi T ( Graduate School of Materials Science, Nara Institute of Science and Technology, Ikoma, Nara 630-0192, Japan.)
Abstract	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.
File Format	HTM / HTML
ISSN	18614728
Issue Number	11
Journal	Chemistry - An Asian Journal
Volume Number	6
e-ISSN	1861471X
Language	English
Publisher	Wiley-VCH
Publisher Date	2011-11-04
Publisher Place	Germany
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Discipline Chemistry
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Biochemistry

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