Guest-Induced Arylamide Polymer Helicity: Twist-Sense Bias and Solvent-Dependent Helicity Inversion
A benzene/naphthalene alternately incorporated amide polymer was synthesized and characterized. 1H NMR spectroscopy, fluorescence, and circular dichroism (CD) experiments indicated that, in chloroform, the polymer could be induced by the chiral l‐aspartic acid dianion or one of its derivatives to fo...
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Veröffentlicht in: | Chemistry, an Asian journal an Asian journal, 2016-06, Vol.11 (11), p.1725-1730 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A benzene/naphthalene alternately incorporated amide polymer was synthesized and characterized. 1H NMR spectroscopy, fluorescence, and circular dichroism (CD) experiments indicated that, in chloroform, the polymer could be induced by the chiral l‐aspartic acid dianion or one of its derivatives to form a helical tubular conformation with twist‐sense bias. CD titration studies showed that the l‐aspartic acid dianion (8 equiv.) could lead to a maximum Cotton effect. It was also revealed that the twist‐sense bias obeyed the majority rule, and 70 % enantiomeric excess could realize the maximum helicity bias. Adding acetonitrile to the solution of chloroform caused inversion of the guest‐induced helicity bias of the polymer.
To the right or left? A chiral aspartic acid dianion can induce a benzene/naphthalene alternately incorporated amide polymer to fold into the helical conformation, which further exhibits unique solvent‐dependent helicity inversion. |
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ISSN: | 1861-4728 1861-471X |
DOI: | 10.1002/asia.201600289 |