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Published on: February 7, 2017
Self-Assembly and Circularly Polarized Luminescence from Achiral Pyrene-Adamantane Conjugates by Selective Inclusion
Chenchen Yang1,2, Wenjie Chen1,2, Xuefeng Zhu1
1Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, No. 2 ZhongGuanCun BeiYiJie, 100190, Beijing, P. R. China.
Researchers explored how cyclodextrins induce chirality in luminescent molecules. Different cyclodextrins induced unique circularly polarized luminescence (CPL) signals, leading to a proposed rule for predicting CPL induction in supramolecular chemistry.
Area of Science:
- Supramolecular Chemistry
- Chiroptical Spectroscopy
Background:
- Chirality induction in guest-host systems is crucial in supramolecular chemistry.
- Existing rules explain induced circular dichroism but not circularly polarized luminescence (CPL).
Purpose of the Study:
- Investigate the induced CPL of an achiral pyrene-adamantane molecule (ACNP) upon interaction with different cyclodextrins (CDs).
- Establish a rule for predicting CPL induction based on host-guest interactions.
Main Methods:
- Synthesis of an achiral pyrene-adamantane conjugated molecule (ACNP).
- Investigation of ACNP's interaction with alpha (α), beta (β), and gamma (γ)-cyclodextrins.
- Measurement and analysis of induced CPL signals.
Main Results:
- α-CD did not induce CPL in ACNP.
- β-CD induced CPL in two distinct modes (adamantyl or pyrenyl induction), yielding opposite CPL signs.
- γ-CD consistently induced a negative CPL signal.
Conclusions:
- The size-matching between the guest molecule and cyclodextrin cavity dictates the induced CPL.
- A predictive rule for induced CPL of lumiphores by cyclodextrins can be proposed based on these findings.
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