87549-81-3Relevant articles and documents
Transfer off hydrogen from carbon-hydrogen bonds. Synthesis, structure, and reactions of tris[(triphenylstannyl)methyl]methane
Ducharme, Yves,Latour, Stephan,Wuest, James D.
, p. 208 - 211 (2008/10/08)
Compounds in which a carbon-hydrogen bond is adjacent to several carbon-metal bonds promise to be particularly good donors of hydrogen. The synthesis, structure, and redox reactions of one member of this group of compounds, tris[(triphenylstannyl)methyl]methane (2), are reported. Triphenylcarbenium is reduced to triphenylmethane less rapidly by stannane 2 than by bis[(triphenylstannyl)methyl]methane (11). The unexpectedly low reactivity of stannane 2 is due to the adoption of a C3 conformation in which the central carbon-hydrogen bond is sterically shielded and gauche to the adjacent carbon-tin bonds.