Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Volume 40 , Issue 12
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  • Ryota Sakamoto, Koya Prabhakara Rao, Hiroshi Nishihara
    2011 Volume 40 Issue 12 Pages 1316-1326
    Published: December 05, 2011
    Released: November 26, 2011
    JOURNALS OPEN ACCESS
    In this account we describe ethynylene-conjugated arylethynylanthraquinone (ArAq) and bis(arylethynyl)anthraquinone (Ar2Aq) which possess ferrocene, triarylamine, platinadithiolene complex, p-methoxybenzene, p-methylbenzene, m-methylbenzene, and benzene as electron-donating arenes (Ar), and anthraquinone (Aq) as an electron acceptor. This series of compounds features donor–acceptor (D–A) interactions: (1) Expression of intramolecular charge-transfer (ICT) transitions; (2) flexible single crystal networks constructed by intermolecular D–A π–π stacking, which undergo guest-induced reversible crystal-to-crystal transformations. In addition, ArAq and Ar2Aq experience proton-induced cyclization so as to produce pyrylium and dipyrylium salts. These salts feature further expanded π-conjugation and stronger D–A interaction: (1) More red-shifted ICT transitions and narrower HOMO–LUMO gaps; (2) bright fluorescence; (3) valence tautomerism (VT); (4) unique reactivities.
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  • Makoto Miyasaka, Ayano Higurashi, Atsushi Kameyama
    2011 Volume 40 Issue 12 Pages 1363-1365
    Published: December 05, 2011
    Released: November 19, 2011
    JOURNALS OPEN ACCESS
    Linear and branched polymers bearing S-(2-benzoxazolyl) thioester groups were selectively synthesized by free radical and photoinitiated radical polymerization, respectively, of S-(2-benzoxazolyl)-4-vinylthiobenzoate. Upon heating, the pendant S-(2-benzoxazolyl) thioester groups were converted to 3-acylbenzoxazoline-2-thione groups, accompanied with a change of refractive index (Δn) of about +0.01 in both cases. The structural conversion was confirmed by UV–vis and IR spectroscopy, as well as comparison with authentic polymers bearing 3-acylbenzoxazoline-2-thione groups (similarly synthesized from 3-(4-vinylbenzoyl)benzoxazoline-2-thione). Application of such thermally induced rearrangement reactions may provide a new approach for obtaining materials whose refractive index can be changed by heat (e.g., generated by a laser beam).
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Paper in Celebration for the 2010 Nobel Prize in Chemistry
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