4.8 Article

Enhanced yet Inverted Effects of π-Extension in Self-Assembly of Curved π-Systems with Helicity

Journal

ORGANIC LETTERS
Volume 19, Issue 23, Pages 6456-6459

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03534

Keywords

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Funding

  1. JST ERATO [JPMJER1301]
  2. KAKENHI [16K05681, 16K04864, 25102007, 17H01033]
  3. Grants-in-Aid for Scientific Research [16K04864, 16K05681, 25102001, 17H01033, 25102007] Funding Source: KAKEN

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A sextuple helix molecule possessing four cove regions of helicene and two axes of biaryls was synthesized. The entropy-driven self-assembly in solution was determined by concentration- and temperature-dependent NMR spectra, which also revealed unique dynamics of isomerization involving structural changes at the cove regions. Unexpectedly, the assembly retarded the isomerization in solution, and the sextuple helix structure was rigidified.

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