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Solid-state photochemistry of the mixed crystals between benzoquinones and polymethylbenzenes
Authors:Hideko Koshima   Yosuke Chisaka   Yang Wang   Xinkan Yao   Honggen Wang   Ruji Wang   Atsushi Maeda  Teruo Matsuura
Affiliation:

a PRESTO, Research Development Corporation of Japan, Faculty of Science and Technology, Ryukoku University, Seta, Otsu 520-21, Japan

b Department of Materials Chemistry, Faculty of Science and Technology, Ryukoku University, Seta, Otsu 520-21, Japan

c Central Laboratory, National University, Tianjin, China

Abstract:Nine mixed crystals combined 1,4-benzoquinone (1), 2,5-xyloquinone (2) and duroquinone (3) with durene (a), pentamethylbenzene (b) and hexamethylbezene (c) were prepared by a melting-resolidifying process and characterized by powder X-ray diffractometry, DSC and IR. Only the mixed crystal of 3 and a formed a 2:1 novel molecular crystal (4); other eight mixed crystals were simple polycrystalline mixtures of the two components. Irradiation of the molecular crystal 4 (3/a) and the mixed crystals 1/a, 1/b and 3/b caused intermolecular hydrogen abstraction to give hydroquinones and in some cases adducts. Product selectivities in the solid state were different from those in solution. Correlation between the crystal structure and the reactivity of 4 is discussed.
Keywords:
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