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Pure Appl. Chem., 2010, Vol. 82, No. 4, pp. 891-904

http://dx.doi.org/10.1351/PAC-CON-09-09-04

Published online 2010-03-13

Toward carbyne: Synthesis and stability of really long polyynes

Rik R. Tykwinski1,2*, Wesley Chalifoux1, Sara Eisler3, Andrea Lucotti4, Matteo Tommasini4, Daniele Fazzi5, Mirella Del Zoppo4 and Giuseppe Zerbi4

1 Department of Chemistry, University of Alberta, Edmonton, Alberta T6G 2G2, Canada
2 Institute for Organic Chemistry, Friedrich-Alexander-University, Erlangen‑Nürnberg, Henkestrasse 42, 91054 Erlangen, Germany
3 Department of Chemistry, University of New Brunswick, Fredericton, New Brunswick, E3B 5A3, Canada
4 Department of Chemistry, Materials and Chemical Engineering “G. Natta”, Politecnico di Milano, Piazza Leonardo da Vinci 32, 20133 Milan, Italy
5 Center for NanoScience and Technology CNST IIT@PoliMi, via Pascoli 70/3, 20133 Milan, Italy

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  • Januszewski Johanna A., Tykwinski Rik R.: Synthesis and properties of long [n]cumulenes (n ≥ 5). Chem. Soc. Rev. 2014, 43, 3184. <http://dx.doi.org/10.1039/c4cs00022f>
  • Agarwal N. R., Lucotti A., Fazzi D., Tommasini M., Castiglioni C., Chalifoux W.A., Tykwinski R. R.: Structure and chain polarization of long polyynes investigated with infrared and Raman spectroscopy. J. Raman Spectrosc. 2013, 44, 1398. <http://dx.doi.org/10.1002/jrs.4300>
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  • Fazzi D., Scotognella F., Milani A., Brida D., Manzoni C., Cinquanta E., Devetta M., Ravagnan L., Milani P., Cataldo F., Lüer L., Wannemacher R., Cabanillas-Gonzalez J., Negro M., Stagira S., Vozzi C.: Ultrafast spectroscopy of linear carbon chains: the case of dinaphthylpolyynes. Phys. Chem. Chem. Phys. 2013, 15, 9384. <http://dx.doi.org/10.1039/c3cp50508a>
  • Cranford Steven W: Thermal stability of idealized folded carbyne loops. Nanoscale Res Lett 2013, 8, 490. <http://dx.doi.org/10.1186/1556-276X-8-490>
  • DeCicco Racquel C., Black Allison, Li Lei, Goroff Nancy S.: An Iterative Method for the Synthesis of Symmetric Polyynes. Eur. J. Org. Chem. 2012, 2012, 4699. <http://dx.doi.org/10.1002/ejoc.201200442>
  • Chalifoux Wesley A., Ferguson Michael J., McDonald Robert, Melin Frederic, Echegoyen Luis, Tykwinski Rik R.: Adamantyl-endcapped polyynes : ADAMANTYL-ENDCAPPED POLYYNES. J  Phys Org Chem 2012, 25, 69. <http://dx.doi.org/10.1002/poc.1874>
  • Milani A., Lucotti A., Russo V., Tommasini M., Cataldo F., Li Bassi A., Casari C. S.: Charge Transfer and Vibrational Structure of sp-Hybridized Carbon Atomic Wires Probed by Surface Enhanced Raman Spectroscopy. J Phys Chem C 2011, 115, 12836. <http://dx.doi.org/10.1021/jp203682c>
  • Yildizhan Melike Mercan, Fazzi Daniele, Milani Alberto, Brambilla Luigi, Del Zoppo Mirella, Chalifoux Wesley A., Tykwinski Rik R., Zerbi Giuseppe: Photogenerated cumulenic structure of adamantyl endcapped linear carbon chains: An experimental and computational investigation based on infrared spectroscopy. J Chem Phys 2011, 134, 124512. <http://dx.doi.org/10.1063/1.3571451>
  • Tykwinski Rik R., Chalifoux Wesley, Eisler Sara, Lucotti Andrea, Tommasini Matteo, Fazzi Daniele, Del Zoppo Mirella, Zerbi Giuseppe: ChemInform Abstract: Toward Carbyne: Synthesis and Stability of Really Long Polyynes. ChemInform 2010, 41, no. <http://dx.doi.org/10.1002/chin.201039255>
  • Jahnke Eike, Tykwinski Rik R.: The Fritsch–Buttenberg–Wiechell rearrangement: modern applications for an old reaction. Chem Commun 2010, 46, 3235. <http://dx.doi.org/10.1039/c003170d>