A. Mix et al., 2-(ALKOXYMETHYL)PHENYLSILICON COMPOUNDS - THE SEARCH FOR PENTACOORDINATION, Journal of organometallic chemistry, 521(1-2), 1996, pp. 177-183
The synthesis of 2-(methoxymethyl)phenylsilanes and 2-(isopropoxymethy
l)phenylsilanes is described. The coordination behaviour of the ether
side chains has been studied by NMR spectroscopy. In 2-(alkoxymethyl)p
henylsilicon compounds with methoxy, hydride or phenyl groups the sili
con atom is assumed to be tetracoordinated. Pentacoordination is confi
rmed in trifluoro-[2-(methoxymethyl)phenyl]silane (11) and trifluoro-[
2-(isopropoxymethyl)phenyl]silane (12). The free energy of activation
for ligand permutation at silicon in trifluoro-[2-(methoxymethyl)pheny
l]silane (11) is estimated to be below 9 kcal mol(-1). The synthesis o
f phenyl-[2-(methoxymethyl)phenyl]silyl triflate (13) is described. In
the solid state a short silicon-donor oxygen distance is observed, in
dicating strong bonding interaction. The structure of 13 in solution i
s discussed on the basis of NMR data and conductivity measurements.