20264-57-7Relevant academic research and scientific papers
An iterative method for the synthesis of symmetric polyynes
Decicco, Racquel C.,Black, Allison,Li, Lei,Goroff, Nancy S.
, p. 4699 - 4704 (2012)
An iterative synthetic route for obtaining symmetric polyynes was developed, consisting of a series of iodination and Stille coupling reactions. The starting materials employed in this pathway are simple and can be prepared easily. Polyynes containing up to seven Ca=C bonds were synthesized using this method. This route is particularly effective for accessing polyynes with an odd number of Ca=C bonds and has allowed for the synthesis of a new iodine-capped polyyne, diiododecapentayne. Copyright
Synthesis and 13C NMR spectroscopy of 13C-labeled α,ω-diphenylpolyynes
Tykwinski, Rik R.,Luu, Thanh
experimental part, p. 1915 - 1922 (2012/08/07)
The synthesis of three 13C-labeled α,ω- diphenylpolyynes is described. The known positions of the labeled carbon atoms allow assignment of the resonances in the 13C NMR spectra and identification of trends in the chemical shifts. Geo
Solution-Spray Flash Vacuum Pyrolysis: A New Method for the Synthesis of Linear Poliynes with Odd Numbers of CC Bonds from Substituted 3,4-Dialkynyl-3-cyclobutene-1,2-diones
Rubin, Yves,Lin, Sophia S.,Knobler, Carolyn B.,Anthony, John,Boldi, Armen M.,Diederich, Francois
, p. 6943 - 6949 (2007/10/02)
We report a new method for the preparation of a wide range of linear poliynes, 1a-1i, with an odd number of CC bonds.This method is based on solution-spray flash vacuum pyrolysis (SS-FVP) of the readily available 3,4-dialkynyl-3-cyclobutene-1,2-diones 3a-3i.It allows the synthesis of multigram quantities of a series of hexatriynes and decapentaynes from poorly volatile and thermally unstable precursors that cannot be subjected to conventional flash vacuum pyrolysis.Yields of the linear poliynes range from 42 to 99percent.Similarly, the dodecahexayne 1j was obtained in31percent yield by SS-FVP of the bis(3-cyclobutene-1,2-dione) 3j.The synthesis of the new 3,4-dialkynyl-3-cyclobutene-1,2-diones 3h-3j via the ketals 7, 10, and 13 is reported.The X-ray crystal structure of 1,10-diphenyl-1,3,5,7,9-decapentayne (1c) was solved, and the crystal packing structure provides valuable information to explain the thermal polymerization behavior observed for this compound in the crystalline state.
