Compound 5(Br2)
1,1'-[3-(dibromomethylidene)penta-1,4-diyne-1,5-diyl]dibenzene
From: Polyyne formation via skeletal rearrangement induced by atomic manipulation
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Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
Known diphenyl-dibromoolefin 5(Br2) (Tykwinski, R. R. & Luu, T. Synthesis and 13C NMR Spectroscopy of 13C-Labeled α,ω-Diphenylpolyynes. Synthesis 44, 1915–1922 (2012)) was synthesized from ketone S2 utilizing Ramirez’s conditions (Desai, N. B., McKelvie, N. & Ramirez, F. A New Synthesis of 1,1-Dibromoolefins via Phosphine-Dibromomethylenes. the Reaction of Triphenylphosphine with Carbon Tetrabromide. J. Am. Chem. Soc. 84, 1745–1747 (1962)) with a few modifications.
