Synthesis, characterization, and solid-state polymerization of cross-conjugated octatetraynes
Zhao Y, Thanh Luu , Bernard GM, Taerum T, Mcdonald R, Wasylishen RE, Tykwinski R (2012)
Publication Type: Journal article, Original article
Publication year: 2012
Journal
Original Authors: Zhao Y., Luu T., Bernard G.M., Taerum T., McDonald R., Wasylishen R.E., Tykwinski R.R.
Publisher: NRC Research Press (Canadian Science Publishing)
Book Volume: 90
Pages Range: 994-1014
Journal Issue: 11
DOI: 10.1139/v2012-075
Abstract
Two series of cross-conjugated 1,3,5,7-octatetraynes (1a-1l and 6a-6d) have been synthesized. UV-vis spectroscopic analysis shows that pendent groups connected to the cross-conjugated skeleton have little effect on the λ energies, irrespective of whether the groups are electron withdrawing or donating. A number of the isolated products readily give crystals suitable for X-ray crystallography, and the solid-state structural properties of five derivatives (1k, 1l, 6a, 6c, and 6d) have been examined by X-ray crystallographic analysis. Parallel packing of the polyynes in the solid state indicates that four of the five samples are potentially suitable for topochemical polymerization, based on solid-state packing parameters θ, R, and d. Attempts to effect a solid-state reaction have been explored through UV-vis and γ-ray irradiation as well as thermal heating. The course of these reactions was monitored by differential scanning calorimetry (DSC) analysis, as well as UV-vis and solid-state C NMR spectroscopy (for 1d, 1j, 1k, and 6d), which offered evidence of polymer formation from these reactions. Structural determination of the product(s), however, remains elusive. © 2012 Published by NRC Research Press.
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APA:
Zhao, Y., Thanh Luu, ., Bernard, G.M., Taerum, T., Mcdonald, R., Wasylishen, R.E., & Tykwinski, R. (2012). Synthesis, characterization, and solid-state polymerization of cross-conjugated octatetraynes. Canadian Journal of Chemistry-Revue Canadienne De Chimie, 90(11), 994-1014. https://doi.org/10.1139/v2012-075
MLA:
Zhao, Yuming, et al. "Synthesis, characterization, and solid-state polymerization of cross-conjugated octatetraynes." Canadian Journal of Chemistry-Revue Canadienne De Chimie 90.11 (2012): 994-1014.
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