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Efficient axial chirality induction in biphenyldiol triggered by proton-transferred hydrogen bonding with chiral amine
Authors:Takagi Hideki  Mizutani Tadashi  Horiguchi Takuya  Kitagawa Susumu  Ogoshi Hisanobu
Institution:Graduate School of Science and Technology, Kobe University, Nada, Kobe 657-8501, Japan.
Abstract:Axial chirality was induced in biphenyldiol upon binding chiral amines with the efficiency of chiral induction much improved at low temperature. At low temperatures, two molecules of amine were bound to biphenyldiol. The value of the dissymmetric g-factor increased as proton-transferred hydrogen bonds formed between biphenyldiol and amine. These results indicate that proton-transferred hydrogen bonding plays an important role in constructing a highly ordered chiral assembly.
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