Core-Extended Terrylene Tetracarboxdiimide: Synthesis and Chiroptical Characterization

The novel 1,16:6,7:8,9:14,15-tetranaphthoterrylene tetracarboxdiimide was synthesized via a straightforward route, yielding optically active atropisomers with a high racemization barrier. Absorption, fluorescence, and circular dichroism measurements revealed high absorption coefficients and fluoresc...

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Bibliographic Details
Published in:Organic letters 2011-10, Vol.13 (20), p.5528-5531
Main Authors: Lütke Eversloh, Christian, Liu, Zhihong, Müller, Beate, Stangl, Michael, Li, Chen, Müllen, Klaus
Format: Article
Language:English
Subjects:
Anthracenes - chemical synthesis
Anthracenes - chemistry
Circular Dichroism
Heterocyclic Compounds, 4 or More Rings - chemical synthesis
Heterocyclic Compounds, 4 or More Rings - chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Stereoisomerism
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Summary:The novel 1,16:6,7:8,9:14,15-tetranaphthoterrylene tetracarboxdiimide was synthesized via a straightforward route, yielding optically active atropisomers with a high racemization barrier. Absorption, fluorescence, and circular dichroism measurements revealed high absorption coefficients and fluorescence quantum yields and enabled the stereochemical assignment in combination with quantum mechanical calculations.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol202254c