| 論文名 |
Ammonia-driven chirality inversion and enhancement in enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate mediated by diguanidino-γ-cyclodextrin. |
| 著者 |
Jiabin Yao
Zhiqiang Yan
Jiecheng Ji
Wanhua Wu
Cheng Yang
Masaki Nishijima
Gaku Fukuhara
Tadashi Mori
Yoshihisa Inoue
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| キーワード |
|
| 出版年月 |
1970年1月 |
| 発表先 |
J Am Chem Soc. 2014 May 14;136(19):6916-9. doi: 10.1021/ja5032908. Epub 2014 May 6. |
| WEBサイト |
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| 論文概要(和文) |
ジグアニジノ-γ-シクロデキストリンによって媒介される2-アントラセンカルボキシラートのエナンチオ識別光環化二量化におけるアンモニア駆動キラリティーの反転と強化 |
| 論文概要(英文) |
In the supramolecular photocyclodimerization of 2-anthracenecarboxylate mediated by 6(A),6(D)-diguanidino-γ-cyclodextrin (CD), the chiral sense and enantiomeric excess of the photoproduct were dynamic functions of temperature and cosolvent to afford the (M)-anti head-to-head cyclodimer in 64% ee in aqueous methanol at -70 °C but the antipodal (P)-isomer in 86% ee in aqueous ammonia at -85 °C, while the corresponding diamino-γ-CD host did not show such unusual photochirogenic behaviors. The ee landscape was very steep against the temperature and sign-inverted against the ammonia content to reveal the opposite temperature dependence at low and high ammonia contents, for which an altered solvent structure and/or guanidinium-carboxylate interaction mode would be responsible. |