Structure and optical properties of a thermochromic Schiff base. Low-temperature structural studies of the N,N'-disalicylidene-p-phenylenediamine and N,N'-disalicylidene-1,6-pyrenediamine crystals.
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概要
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The crystal structure of <I>N</I>,<I>N</I>′-disalicylidene-<I>p</I>-phenylenediamine (BSP) has been determined at 108 K. This compound shows a thermochromic-type behavior in the crystalline state; this chromism has been interpreted in terms of an intramolecular proton transfer from the hydroxyl oxygen to the imine nitrogen through the O–H···N hydrogen bond. In comparison with the room-temperature structure, no significant differences in the molecular structure and the molecular packing in the lattice have been observed. The room-temperature and low-termperature structures of another <I>N</I>,<I>N</I>′-salicylideneaniline derivative, <I>N</I>,<I>N</I>′-disalicylidene-1,6-pyrenediamine (DSPY), have also been determined. In contrast to BSP, the absence of a thermal proton-transfer process in DSPY is suggested by optical measurements. Comparative studies of these two compounds indicate that a conjugation system which is not included in a π-electron configurational change by the proton transfer must be coplanar with the hydrogen-bonded chelate ring for the thermal proton transfer.
- 公益社団法人 日本化学会の論文
著者
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Mitani Tadaoki
Institute For Molecular Science
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Maruyama Yusei
Institute for Molecular Science
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Inabe Tamotsu
Institute for Molecular Science
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Hoshino Naomi
Institute for Molecular Science
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