Interaction of triplet C60 with p-tert-butyl-calixarenes and their complexes with pyridine derivatives

Benedek Poór, L. Biczók, M. Kubinyi

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

The interaction of triplet excited C60 with p-tert-butyl-calix[n]arenes (BCXn, n = 4, 6 or 8) and with their 2,4,6-trimethylpyridine (TMP) and pyridine complexes has been studied with laser flash photolysis experiments. It has been found that in polar solvents 3C60 is quenched by BCX6 via electron transfer, producing C60-• radical anion with a yield of 0.45 ± 0.07 in benzonitrile. In contrast, no reaction occurs in nonpolar media or with BCX4 and BCX8. Upon the addition of TMP, the rate of quenching is enhanced considerably due to the formation of TMP-BCXn complexes. The significant deuterium isotope effect indicates that the electron movement from the calixarene to the triplet excited C60 is coupled to the proton displacement from the calixarene to the base. In the presence of pyridine, which has weaker hydrogen-bonding power, the enrichment of the solvate shell in the proton acceptor molecules may play an important role in promoting triplet C60 quenching.

Original languageEnglish
Pages (from-to)2047-2052
Number of pages6
JournalPhysical Chemistry Chemical Physics
Volume5
Issue number10
DOIs
Publication statusPublished - May 15 2003

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Calixarenes
pyridines
quenching
Derivatives
protons
Protons
Quenching
isotope effect
flash
photolysis
deuterium
electron transfer
Electrons
Deuterium
Photolysis
interactions
anions
Isotopes
Anions
Hydrogen bonds

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Atomic and Molecular Physics, and Optics

Cite this

Interaction of triplet C60 with p-tert-butyl-calixarenes and their complexes with pyridine derivatives. / Poór, Benedek; Biczók, L.; Kubinyi, M.

In: Physical Chemistry Chemical Physics, Vol. 5, No. 10, 15.05.2003, p. 2047-2052.

Research output: Contribution to journalArticle

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AB - The interaction of triplet excited C60 with p-tert-butyl-calix[n]arenes (BCXn, n = 4, 6 or 8) and with their 2,4,6-trimethylpyridine (TMP) and pyridine complexes has been studied with laser flash photolysis experiments. It has been found that in polar solvents 3C60 is quenched by BCX6 via electron transfer, producing C60-• radical anion with a yield of 0.45 ± 0.07 in benzonitrile. In contrast, no reaction occurs in nonpolar media or with BCX4 and BCX8. Upon the addition of TMP, the rate of quenching is enhanced considerably due to the formation of TMP-BCXn complexes. The significant deuterium isotope effect indicates that the electron movement from the calixarene to the triplet excited C60 is coupled to the proton displacement from the calixarene to the base. In the presence of pyridine, which has weaker hydrogen-bonding power, the enrichment of the solvate shell in the proton acceptor molecules may play an important role in promoting triplet C60 quenching.

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