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Enantiodifferentiating Photocyclodimerization of 2-Anthracenecarboxylic Acid via Competitive Binary/Ternary Hydrogen-Bonded Complexes with 4-Benzamidoprolinol

  作者 KAWANAMI YUKO; KATSUMATA SHINYA; MIZOGUCHI JUNICHI; NISHIJIMA MASAKI; FUKUHARA GAKU; YANG CHENG; MORI TADASHI; INOUE YOSHIHISA  
  选自 期刊  Organic Letters;  卷期  2012年14-18;  页码  4962-4965  
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[摘要]Circular dichroism (CD) spectral examinations at various host/guest ratios revealed that 2-anthracenecarboxylic acid (AC) forms not only 1:1 but also novel 2:1 hydrogen-bonded/pi-stacked complexes with a chiral 4-benzamidoprolinol template (TKS159). The 2:1 complexation is a minor process but causes significant CD spectral changes as a consequence of the exciton coupling interaction of two AC chromophores and greatly accelerates the head-to-head photocyclodimerization to significantly affect the stereochemical outcomes.

 
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