Synthesis, characterization, and modeling of naphthyl-terminated sp carbon chains : dinaphthylpolyynes
Articolo
Data di Pubblicazione:
2010
Citazione:
Synthesis, characterization, and modeling of naphthyl-terminated sp carbon chains : dinaphthylpolyynes / F. Cataldo, L. Ravagnan, E. Cinquanta, I.E. Castelli, N. Manini, G. Onida, P. Milani,. - In: JOURNAL OF PHYSICAL CHEMISTRY. B, CONDENSED MATTER, MATERIALS, SURFACES, INTERFACES & BIOPHYSICAL. - ISSN 1520-6106. - 114:46(2010), pp. 14834-14841. [10.1021/jp104863v]
Abstract:
We report a combined study on the synthesis, spectroscopic characterization, and theoretical modeling of a series of alpha,omega-dinaphthylpolyynes. We synthesized this family of naphthyl-terminated sp carbon chains by
reacting diiodoacetylene and 1-ethynylnaphthalene under the Cadiot-Chodkiewicz reaction conditions. By
means of liquid chromatography (HPLC), we separated the products and recorded their electronic absorption spectra, which enabled us to identify the complete series of dinaphthylpolyynes Ar-C2n-Ar (with Ar =
naphthyl group and n = number of acetilenic units) with n ranging from 2 to 6. The longest wavelength transition (LWT) in the electronic spectra of the dinaphthylpolyynes red shifts linearly with n away from the
LWT of the bare termination. This result is also supported by DFT-LDA simulations. Finally, we probed the stability of the dinaphthylpolyynes in a solid-state precipitate by Fourier-transform infrared spectroscopy and by differential scanning calorimetry (DSC).
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
F. Cataldo, L. Ravagnan, E. Cinquanta, I.E. Castelli, N. Manini, G. Onida, P. Milani
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