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Configurationally defined sexi- and octinaphthalene derivatives: synthesis and optical properties
Authors:Takumi Furuta  Kazunori Tsubaki
Institution:a School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Shizuoka 422-8526, Japan
b Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan
c Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607-8414, Japan
Abstract:The copper mediated oxidative coupling of optically active quaternaphthalenes having a 2-hydroxynaphthyl moiety gave configurationally defined optically active octinaphthalenes. The absolute configuration was determined by comparison with products of 6+2] coupling. The CD spectra of bi-, ter-, quater-, sexi- and octinaphthalenes suggested that the absolute configuration of the chiral axis could be deduced from the intensity of their Cotton effects.
Keywords:Sexinaphthalene  Octinaphthalene  Atropisomerism  Oxidative coupling  CD spectra
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