Synthesis and photochemistry of a carotene-porphyrin-fullerene model photosynthetic reaction center

Gerdenis Kodis, Paul A. Liddell, Ana L Moore, Thomas A Moore, John Devens Gust

Research output: Contribution to journalArticle

73 Citations (Scopus)

Abstract

A new photosynthetic reaction center mimic consisting of a porphyrin (P) linked to both a fullerene electron acceptor (C60) and a carotenoid secondary electron donor (C) was synthesized and studied in 2-methyltetrahydrofuran using transient spectroscopic methods. Excitation of the porphyrin is followed by photoinduced electron transfer to the fullerene (τ = 32 ps) to yield C-P+-C60-. Electron transfer from the carotene to the porphyrin radical cation (τ = 125 ps) gives a final C+-P-C60- state with an overall yield of 0.95. This state decays to give the carotenoid triplet state with a time constant of 57 ns. The molecular triad is highly soluble in organic solvents and readily synthesized. These qualities make the molecule a useful artificial photosynthetic reaction center for a variety of spectroscopic and photochemical investigations.

Original languageEnglish
Pages (from-to)724-734
Number of pages11
JournalJournal of Physical Organic Chemistry
Volume17
Issue number9
DOIs
Publication statusPublished - Sep 2004

Fingerprint

Photosynthetic Reaction Center Complex Proteins
Fullerenes
carotene
Photochemical reactions
Porphyrins
Carotenoids
porphyrins
photochemical reactions
fullerenes
carotenoids
Electrons
electron transfer
synthesis
atomic energy levels
time constant
electrons
Organic solvents
Cations
cations
decay

Keywords

  • Carotene
  • Fullerene
  • Photoinduced electron transfer
  • Porphyrin
  • Spectroscopy

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Synthesis and photochemistry of a carotene-porphyrin-fullerene model photosynthetic reaction center. / Kodis, Gerdenis; Liddell, Paul A.; Moore, Ana L; Moore, Thomas A; Gust, John Devens.

In: Journal of Physical Organic Chemistry, Vol. 17, No. 9, 09.2004, p. 724-734.

Research output: Contribution to journalArticle

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