188477-13-6Relevant academic research and scientific papers
Titanium-catalyzed [4+2] and [6+2] cycloadditions of 1,4-bis(trimethylsilyl)buta-1,3-diyne
Kaagman, Jan-Willem F.,Rep, Marco,Horacek, Michal,Sedmera, Petr,Cejka, Jiri,Varga, Vojtech,Mach, Karel
, p. 1722 - 1728 (1996)
The (C2H5)2AlCl/TiCl4 catalyst induces the [4+2] cycloaddition of butadiene or the [6+2] cycloaddition of 1,3,5-cycloheptatriene (CHT) to individual acetylenic moieties of 1,4-bis(trimethylsilyl)buta-1,3-diyne (BSD). Heating of the 2:1 butadiene adduct, bis(2-trimethylsilylcyclohexa-1,4-dien-1-yl), to 250°C yields 2,2′-bis(trimethylsilyl)biphenyl. The 1:1 adduct of BSD with CHT, 7-trimethylsilyl-8-trimethylsilylethynylbicyclo[4.2.1]nona-2,4-diene, is obtained as virtually the only product if the initial molar ratio CHT:BD equal to 1.86 is used.
