Extending photoinduced charge separation lifetimes by using supramolecular design: Guanine-perylenediimide G-quadruplex

Yi Lin Wu, Kristen E. Brown, Michael R Wasielewski

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

We report here a potassium-induced guanine quadruplex as a supramolecular platform for controlled assembly of electron donor-acceptor systems. A monodisperse, C4-symmetric octamer of a guanine-perylene-3,4,9,10- bis(dicarboximide) conjugate (GPDI) was prepared in tetrahydrofuran. The two layers of cyclic guanine tetramers have the same direction of rotation, and the PDI moiety between the layers adopts a nearly eclipsed relationship (H-aggregation), as revealed by small- and wide-angle X-ray scattering, NMR spectroscopy, and steady-state UV/vis absorption. Following photoexcitation of the PDI moiety in the quadruplex, charge separation occurs in τCS = 98 ± 12 ps to give G+•-PDI-• that recombines in τCR = 1.2 ± 0.2 ns, which is >100 times longer than that in the monomeric GPDI dyad. The transient absorption spectrum of G+•-PDI-• within the GPDI quadruplex suggests the formation of a radical anion delocalized over the neighboring PDI units, and this result is consistent with the more favorable electrochemical reduction potential for PDIs in the quadruplex relative to the monomer.

Original languageEnglish
Pages (from-to)13322-13325
Number of pages4
JournalJournal of the American Chemical Society
Volume135
Issue number36
DOIs
Publication statusPublished - Sep 11 2013

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G-Quadruplexes
Photoexcitation
Guanine
X ray scattering
Nuclear magnetic resonance spectroscopy
Potassium
Absorption spectra
Negative ions
Agglomeration
Monomers
Perylene
Electrons
Anions
Magnetic Resonance Spectroscopy
X-Rays
perylenediimide
Direction compound
tetrahydrofuran

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Extending photoinduced charge separation lifetimes by using supramolecular design : Guanine-perylenediimide G-quadruplex. / Wu, Yi Lin; Brown, Kristen E.; Wasielewski, Michael R.

In: Journal of the American Chemical Society, Vol. 135, No. 36, 11.09.2013, p. 13322-13325.

Research output: Contribution to journalArticle

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