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

Wei Li, Angel Kaifer

Research output: Contribution to journalArticle

9 Citations (Scopus)

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 languageEnglish
Pages (from-to)15075-15079
Number of pages5
JournalLangmuir
Volume28
Issue number42
DOIs
StatePublished - Oct 23 2012

Fingerprint

Deprotonation
Protons
electron transfer
inclusions
Oxidation
oxidation
protons
Electrons
Complexation
Association reactions
electrons
cucurbit(7)uril
methylamine
ferrocene

ASJC Scopus subject areas

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

Cite this

Combining proton and electron transfer to modulate the stability of cucurbit[7]uril complexes. / Li, Wei; Kaifer, Angel.

In: Langmuir, Vol. 28, No. 42, 23.10.2012, p. 15075-15079.

Research output: Contribution to journalArticle

@article{0980623c99144d07affb42f577e46abb,
title = "Combining proton and electron transfer to modulate the stability of cucurbit[7]uril complexes",
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 Angel Kaifer",
year = "2012",
month = "10",
day = "23",
doi = "10.1021/la303258g",
language = "English",
volume = "28",
pages = "15075--15079",
journal = "Langmuir",
issn = "0743-7463",
publisher = "American Chemical Society",
number = "42",

}

TY - JOUR

T1 - Combining proton and electron transfer to modulate the stability of cucurbit[7]uril complexes

AU - Li, Wei

AU - Kaifer, Angel

PY - 2012/10/23

Y1 - 2012/10/23

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.

UR - http://www.scopus.com/inward/record.url?scp=84867802872&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84867802872&partnerID=8YFLogxK

U2 - 10.1021/la303258g

DO - 10.1021/la303258g

M3 - Article

VL - 28

SP - 15075

EP - 15079

JO - Langmuir

JF - Langmuir

SN - 0743-7463

IS - 42

ER -