Synthesis
General procedure for the synthesis of p-dienylbenzene and 4-iodostyrene from tetravinylsilane and 1,4-diiodobenzene: 1,4-diiodobenzene (0.25 mmol), tetravinylsilane (0.15 mmol), potassium fluoride (1.2 mmol), and loaded palladium nanoparticle catalysts (Pd to substrate molar ratio of 1%) were suspended in N,N-dimethylformamide (1 mL). Subsequently, the reaction flask was evacuated and replaced with argon, and this evacuation-argon replacement cycle was repeated three times (operating pressure of 2 bar). The reaction mixture was stirred at 130°C for 3 h, during which the reaction progress was monitored by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). During this process, all the initial intermediates 3i'-j' formed by single iodide substitution were further reacted to maximize the yield of the target products 3i-j.
References
[1] Journal of Catalysis, 2013, vol. 302, p. 49 - 57
