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Germanium-Base Reducing Agent
Triphenylgermane; Triphenylgermanium hydride; Triphenylgermanium
Boiling Point: 128-9° / 0.03
EINECS Number: 220-569-0
Melting Point: 41-3°
Molecular Weight: 304.91
Alternative Name: TRIPHENYLGERMANIUM HYDRIDE
HMIS Key: 2-1-1-X
Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions
Refractive Index: 1.6187
Application: Adds to epoxides in presence of Et3B.1
Catalyst with Co2(CO)8 for preparation of glycol monoalkyl ethers from synthesis gas, HCHO and alkanols.2
Forms carbonyl radical acceptor synthons yielding cyclopentanones3, oximes.4
Regioselective addition to alkynes gives (E) vinylgermanes.5
Undergoes H2PtCl6 catalyzed hydrogermylation reactions.6
Reference: 1. Ichinose, Y. et al. Chem. Lett. 1988, 8, 1437.
2. Knifton, J. J. Mol. Catal. 1985, 30, 281.
3. Curran, D. et al. J. Am. Chem. Soc. 1997, 119, 4797.
4. Iserloh, U. J. Org. Chem. 1998, 63, 4711.
5. Esteruelas, M. A. et al. Organometallics 1999, 18, 2267.
6. Schumann, H. et al. Organometallics 2007, 26, 397.
Additional Properties: Dipole moment: 2.60 debyeDisproportionates at elevated temperature