Synthesis of a Chlorin Fullerene Dyad for Artificial Photosynthesis

To mimic photosynthesis a new chlorin fullerene dyad 4b was synthesized. Chlorin donor and fullerene acceptor subunits were linked by means of a Diels–Alder reaction. The chlorin donor moiety represents the characteristic chromophore of chlorophylls. Nature and evolution has optimized chlorophylls t...

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Bibliographic Details
Published in:European journal of organic chemistry 2017-03, Vol.2017 (12), p.1608-1617
Main Authors: Bertran, Jordi Cerón, Montforts, Franz‐Peter
Format: Article
Language:English
Subjects:
Chlorin
Cycloaddition
Fullerenes
Nitrogen heterocycles
Photosynthesis
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Summary:To mimic photosynthesis a new chlorin fullerene dyad 4b was synthesized. Chlorin donor and fullerene acceptor subunits were linked by means of a Diels–Alder reaction. The chlorin donor moiety represents the characteristic chromophore of chlorophylls. Nature and evolution has optimized chlorophylls to be efficient light‐harvesting pigments. Artificial photosynthesis devices should also benefit from this evolutionary optimization. The rigid spacer and quite extended spacer geometry of 4b was chosen to minimize electron interaction between the chlorin donor and the fullerene acceptor. A chlorin diene subunit was linked to fullerene C60 by means of a Diels–Alder reaction. The rigid architecture of the new dyad was designed for investigation of light‐induced electron transfer in a conformationally restricted chlorin donor fullerene acceptor system.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201601504