Combining proton and electron transfer to modulate the stability of cucurbit[7]uril complexes

Wei Li; Angel E. Kaifer

doi:10.1021/la303258g

Combining proton and electron transfer to modulate the stability of cucurbit[7]uril complexes

Wei Li, Angel E. Kaifer

Chemistry

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

(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 CB7·1H⁺ complex by more than 4 orders of magnitude.

Original language	English (US)
Pages (from-to)	15075-15079
Number of pages	5
Journal	Langmuir
Volume	28
Issue number	42
DOIs	https://doi.org/10.1021/la303258g
State	Published - Oct 23 2012

ASJC Scopus subject areas

Materials Science(all)
Condensed Matter Physics
Surfaces and Interfaces
Spectroscopy
Electrochemistry

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abstract = "(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 CB7·1H+ complex by more than 4 orders of magnitude.",

author = "Wei Li and Kaifer, {Angel E.}",

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AU - Kaifer, Angel E.

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N2 - (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 CB7·1H+ complex by more than 4 orders of magnitude.

AB - (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 CB7·1H+ complex by more than 4 orders of magnitude.

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Combining proton and electron transfer to modulate the stability of cucurbit[7]uril complexes

Abstract

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