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Zhao Y, Slepkov AD, Akoto CO, et al. Synthesis, structure, and nonlinear optical properties of cross-conjugated perphenylated iso-polydiacetylenes. Chemistry. 2004;11(1):321-9doi: 10.1002/chem.200400822.
Zhao, Y., Slepkov, A. D., Akoto, C. O., McDonald, R., Hegmann, F. A., & Tykwinski, R. R. (2004). Synthesis, structure, and nonlinear optical properties of cross-conjugated perphenylated iso-polydiacetylenes. Chemistry (Weinheim an der Bergstrasse, Germany), 11(1), 321-9. https://doi.org/10.1002/chem.200400822
Zhao, Yuming, et al. "Synthesis, structure, and nonlinear optical properties of cross-conjugated perphenylated iso-polydiacetylenes." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 11,1 (2004): 321-9. doi: https://doi.org/10.1002/chem.200400822
Zhao Y, Slepkov AD, Akoto CO, McDonald R, Hegmann FA, Tykwinski RR. Synthesis, structure, and nonlinear optical properties of cross-conjugated perphenylated iso-polydiacetylenes. Chemistry. 2004 Dec 17;11(1):321-9. doi: 10.1002/chem.200400822. PMID: 15551312.
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Chemistry. 2004 Dec 17;11(1):321-9. doi: 10.1002/chem.200400822.

Synthesis, structure, and nonlinear optical properties of cross-conjugated perphenylated iso-polydiacetylenes.

Chemistry (Weinheim an der Bergstrasse, Germany)

Yuming Zhao, Aaron D Slepkov, Clement Osei Akoto, Robert McDonald, Frank A Hegmann, Rik R Tykwinski

Affiliations

  1. Department of Chemistry, Memorial University of Newfoundland, St. John's, NL A1B 3X7, Canada.

PMID: 15551312 DOI: 10.1002/chem.200400822

Abstract

Monodisperse, cross-conjugated perphenylated iso-polydiacetylene (iso-PDA) oligomers, ranging from monomer 15 to pentadecamer 25, have been synthesized by using a palladium-catalyzed cross-coupling protocol. Structural characteristics elucidated by X-ray crystallographic analysis demonstrate a non-planar backbone conformation for the oligomers due to the steric interactions between alkylidene phenyl groups. The electronic absorption spectra of the oligomers show a slight red-shift of the maximum absorption wavelength as the chain length increases from dimer 17 b to pentadecamer 25, a trend that has saturated by the stage of nonamer 22. Fluorescence spectroscopy confirms that the pendent phenyl groups present on the oligomer framework enhance emission, and the relative emission intensity consistently increases as a function of chain length n. The molecular third-order nonlinearities, gamma, for this oligomer series have been measured via differential optical Kerr effect (DOKE) detection and show a superlinear increase as a function of the oligomer chain length n. Molecular modeling and spectroscopic studies suggest that iso-PDA oligomers (n>7) adopt a coiled, helical conformation in solution.

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