265670-90-4Relevant articles and documents
Carbon networks based on dehydrobenzoannulenes. 3. Synthesis of graphyne substructures
Kehoe, Joshua M.,Kiley, James H.,English, Jamieson J.,Johnson, Charles A.,Petersen, Ryan C.,Haley, Michael M.
, p. 969 - 972 (2000)
(equation presented) This Letter describes the synthesis of the first macrobicyclic subunits of the hypothetical all-carbon network graphyne. Key to synthetic success is an intramolecular Sonogashira cross-coupling sequence.
Efficient synthesis of a complete donor/acceptor bis(aryl)diyne family
Holmes, Brian T.,Pennington, William T.,Hanks, Timothy W.
, p. 2447 - 2461 (2007/10/03)
A facile route to a family of bis(aryl)diynes containing both an electron donating pyridine ring and an electron accepting iodobenzene has been developed. The convergent synthesis involves the coupling of 2-, 3-, or 4-bromopyridine with TMS-acetylene, followed by deprotection to form the first half of the molecule. Similarly, 2-, 3-, or 4-iodoaniline was coupled to TMS-acetylene after protection of the amine group as a diethyltriazine. After conversion of the triazine to an iodine, deprotection of the acetylene and formation of the corresponding bromophenyl-acetylene, the two halves of the molecule were coupled under Cadiot-Chodkiewicz conditions. Nine new compounds were prepared, each of which was found to thermally polymerize from the melt. None of the compounds underwent photochemical polymerization in the solid-state.
