Categories: O-Si Bond Formation >
Synthesis of silanols
Recent Literature
With [RuCl2(p-cymene)]2/H2O as oxidizing
system, a wide range of organosilanols could be obtained with remarkably high
selectivities and in excellent yields from readily available silanes. The
reaction conditions are mild enough to be applicable to large-scale conversions.
M. Lee, S. Ko, S. Chang, J. Am. Chem. Soc., 2000,
122, 12011-12012.
Adsorbed [RuCl2(p-cymene)]2
on activated carbon is an efficient, environmentally attractive and highly
selective catalyst for use in aerobic oxidations, hydrolytic oxidations and
dehydrations. The heterogeneous catalyst was recovered quantitatively by simple
filtration and could be reused with minimal loss of activity.
E. Choi, C. Lee, Y. Na, S. Chang, Org. Lett., 2002, 4,
2369-2371.
An all-inorganic biomimetic system bearing robust nitrogen-neighbored
single-cobalt site/pyridinic-N site (Co-N4/Py-N) pairs can act
cooperatively as an oxidase mimic. The catalyst enables scalable synthesis of
O-silylated compounds including silanols, borasiloxanes, and silyl ethers via an
unprecedented aerobic oxidation of hydrosilane.
Q. Zhang, M. Peng, Z. Gao, W. Guo, Z. Sun, Y. Zhao, W. Zhou, M. Wang, B. Mei,
X.-L. Du, Z. Jiang, W. Sun, C. Liu, Y. Zhu, Y.-M. Liu, H.-Y. He, Z. H. Li, D.
Ma, Y. Cao, J. Am. Chem. Soc.,
2023, 145, 4166-4176.
[IrCl(C8H12)]2 catalyzed the hydrolytic
oxidation of organosilanes to the corresponding silanols under essentially
neutral and mild conditions with high efficiency. Various types of silanols
are produced in good to excellent yields.
Y. Lee, D. Seomoon, S. Kim, H. Han, S. Chang, P. H. Lee, J. Org. Chem.,
2004, 69, 209-212.
A rhodium-catalyzed hydrolytic cleavage of the silicon-carbon bond in
silacyclobutanes using water as the reactant provides silanols in good yields.
Additionally, a chiral 1,1,4,4-tetraaryl-2,3-O-isopropylidene-l-threitol-derived
phosphoramidite ligand could be used in this reaction to yield Si-stereogenic
silanol with promising enantioselectivity.
W.-K. Zhu, H.-J. Zhu, X.-J. Fang, F. Ye, J. Cao, Z. Xu, L.-W. Xu, Org. Lett., 2023, 25,
7186-7191.