4.7 Article

Synthesis of Large [2]Rotaxanes. The Relationship between the Size of the Blocking Group and the Stability of the Rotaxane

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 8, Pages 3553-3560

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo302800t

Keywords

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Funding

  1. UBE Foundation
  2. JSPS KAKENHI [21655017]
  3. Grants-in-Aid for Scientific Research [25105747, 23550082, 21655017] Funding Source: KAKEN

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[2]Rotaxanes with large macrocyclic phenanthrolines were prepared by the template method, and the stability of the rotaxanes was examined Compared to the tris(biphenyl)methyl group, the tris(4-cyclohexylbiphenyl)methyl group was a larger blocking group, and the rate of the dissociation of the components decreased significantly when the thermal stability of a rotaxane with a 41-memebered ring was examined. We also succeeded in the synthesis of larger rotaxanes by the oxidative dimerization of alkynes with these bulky blocking groups, utilizing the catalytic activity of the macrocyclic phenanthroline-Cu complex.

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