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• W2083067327 endingPage "6362" @default.
• W2083067327 startingPage "6355" @default.
• W2083067327 abstract "A merocyanine dye equipped with a Hamilton-receptor unit has been synthesized that enables strong noncovalent binding of other merocyanine dyes bearing barbituric acid acceptor groups by six hydrogen bonds. NMR and UV/vis titration experiments in toluene, chloroform, dichloromethane, dioxane, and THF provide evidence for the formation of 1:1 complexes even in the dipolar solvents. An enhanced binding strength is observed for the more dipolar merocyanine dyes in the head-to-tail assembly structure with binding constants up to >10 (8) M (-1) in toluene. In the present bimolecular complexes two merocyanine chromophores are assembled in a head-to-tail fashion that affords increased dipole moments as demanded for efficient electric field induced poling processes in nonlinear optical and photorefractive polymeric hosts. The solvent dependency of the binding constants for various barbituric acid dye-Hamilton receptor complexes as well as a perylene imide-melamine complex reveals linear free energy relationships (LFER) that allow for an estimation of binding constants larger than 10 (12) M (-1) for Hamilton receptor organized head-to-tail merocyanine bimolecular complexes in aliphatic solvents. It is suggested that such LFER are valuable tools for the estimation of binding constants in solvents where experimental binding constants cannot be determined because of solubility or spectroscopic problems." @default.
• W2083067327 created "2016-06-24" @default.
• W2083067327 creator A5068533048 @default.
• W2083067327 creator A5080213784 @default.
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• W2083067327 date "2008-07-22" @default.
• W2083067327 modified "2023-09-25" @default.
• W2083067327 title "Synthesis, Optical Properties, and LFER Analysis of Solvent-Dependent Binding Constants of Hamilton-Receptor-Connected Merocyanine Chromophores" @default.
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• W2083067327 doi "https://doi.org/10.1021/jo801083b" @default.
• W2083067327 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/18642873" @default.
• W2083067327 hasPublicationYear "2008" @default.
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