Synthesis,GC-EIMS,~1H NMR,~(13)C NMR,Mechanistic and Thermal Studies of o-Xylylene-α,α'-bis (triphenylphosphinebromide)

Organophosphorous compounds containing phosphorus as an integral part have been widely used in industry, organic synthesis and optoelectronics. o-Xylylene-α,α'-bis(triphenylphosphinebromide)(OXBTPPB) is a facile reagent to convert o-quinones(e.g., 9,10-phenanthrenequinone) into polycyclic aromatic hydrocarbons(PAHs). Herein lies an improved synthetic route to OXBTPPB. The resultant was carefully characterized with GC-EIMS, 1H NMR, 13C NMR, spectroscopic techniques. The EIMS shows characteristic peaks at m/z=262.4, 183.3, 108.2, 77.1 attributed to the [C18H15P]+·, [C12H8P]+, [C6H5P]+, [C6H5]+ ions, respectively. The 1H and 13C NMR spectrum shows well resolved peaks and all the hydrogens and carbons were well-assigned via a combined study of 1H-1H COSY, HMBC, and HMQC experiments. The mechanism for the formation of OXBTPPB was proposed based on literature and obtained experimental data. Meanwhile, the thermal stability of OXBTPPB was evaluated with TGA analysis, and an onset decomposition temperature(Td) was recorded at 323.6 °C.