Synthesis, structure, and properties of 2-(triphenylstannyloxy)-3,6-di-tert butyl-1,4-benzoquinone

Abstract

2-(Triphenylstannyloxy)-3,6-di-tert-butyl-1,4-benzoquinone (1) was obtained from the potassium salt of 3,6-di-tert-butyl-2-hydroxy-1,4-benzoquinone and triphenyltin bromide in methanol and characterized by x-ray diffraction analysis, electronic, IR, and NMR spectroscopy. According to x-ray diffraction data, the single crystal of1 has the structure of a chain metal polymer with bridging hydroxy-para-quinone ligands; the coordination number of tin is six. Complex1 is reduced by cobaltocene to the corresponding radical anion. In solutions,1 reacts with metal-centered radicals\(\dot SnPh_3 , \dot PbPh_3 \), and\(\dot Mn(CO)_5 \) with formation of paramagnetic binuclearortho-semiquinone complexes.