4.6 Article

Combining Proton and Electron Transfer to Modulate the Stability of Cucurbit[7]uril Complexes

期刊

LANGMUIR
卷 28, 期 42, 页码 15075-15079

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AMER CHEMICAL SOC
DOI: 10.1021/la303258g

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资金

  1. NSF [CHE-0848637]
  2. [CHE-0946858]
  3. Division Of Chemistry
  4. Direct For Mathematical & Physical Scien [0848637] Funding Source: National Science Foundation
  5. Division Of Chemistry
  6. Direct For Mathematical & Physical Scien [0946858] Funding Source: National Science Foundation

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(Ferrocenylmethyl)methylammonium (1H(+)) is an excellent cationic guest for inclusion complexation by the cucurbit[7]uril host. However, deprotonation of the guest leads to a decrease of 14.8 kJ mol(-1) in the overall stability of its inclusion complex, and one-electron oxidation of the guest's ferrocene residue further diminishes the complex stability by another 12.3 kJ mol(-1). Overall, guest deprotonation followed by its oxidation constitutes an accessible method to lower the equilibrium association constant for the CB7 center dot 1H(+) complex by more than 4 orders of magnitude.

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