Cu2+-Induced Intermolecular Static Excimer Formation of Pyrenealkylamine

Synthesis of monopyrenylalkylamine derivative 1 and its fluorescence behavior for Cu2+ in H2O/CH3CN (1:1, v/v) were investigated. Upon Cu2+ binding, 1, bearing a sulfonamide group, exhibited a marked excimer emission at 455 nm along with a weak monomer emission at 375 nm. The excimer emission, drive...

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Bibliographic Details
Published in:Organic letters 2008-05, Vol.10 (10), p.1963-1966
Main Authors: Kim, Hyun Jung, Hong, Jooyeon, Hong, Areum, Ham, Sihyun, Lee, Joung Hae, Kim, Jong Seung
Format: Article
Language:English
Subjects:
Amines - chemical synthesis
Amines - chemistry
Copper - chemistry
Fluorescence
Models, Chemical
Molecular Structure
Pyrenes - chemical synthesis
Pyrenes - chemistry
Quantum Theory
Stereoisomerism
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Summary:Synthesis of monopyrenylalkylamine derivative 1 and its fluorescence behavior for Cu2+ in H2O/CH3CN (1:1, v/v) were investigated. Upon Cu2+ binding, 1, bearing a sulfonamide group, exhibited a marked excimer emission at 455 nm along with a weak monomer emission at 375 nm. The excimer emission, driven by formation of an intermolecular pyrenyl static excimer upon Cu2+ binding to the sulfonamide group, is rationalized by experimental and theoretical DFT calculation results.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol800475d