4.5 Article

Charge-transfer interaction mediated organogels from 18β-glycyrrhetinic acid appended pyrene

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 9, Issue -, Pages 2877-2885

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.9.324

Keywords

charge transfer; glycyrrhetinic acid; organogel; self-assembly

Funding

  1. NNSF of China [21172130]
  2. CSC [201208110117]
  3. NBRP of China (973 Program) [2012CB821600]
  4. University of South Carolina, College of Arts and Sciences

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We describe herein the two-component charge-transfer (CT) interaction induced organogel formation with 18 beta-glycyrrhetinic acid appended pyrene (GA-pyrene, 3) as the donor, and 2,4,7-trinitrofluorenone (TNF, 4) as the acceptor. The use of TNF (4) as a versatile electron acceptor in the formation of CT gels is demonstrated through the formation of gels in a variety of solvents. Thermal stability, stoichiometry, scanning electron microscopy (SEM), optical micrographs, and circular dichroism (CD) are performed on these CT gels to investigate their thermal and assembly properties. UV-vis, fluorescence, mass spectrometric as well as variable-temperature H-1 NMR experiments on these gels suggest that the CT interaction is one of the major driving forces for the formation of these organogels.

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