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Ogawa, A.; Hirao, T., Science of Synthesis, (2001) 1, 418.
In analogy with the hydrosilylation reaction (Section 1.3.4.5.1), hydrogen hexachloroplatinate(IV) and cis-dichlorobis(triphenylphosphine)platinum(II) are very effective catalysts for the hydrogermylation of alkynes.[169–171] The isomerization reaction in the presence of these catalysts is very slow compared to the rate of addition. The relative amounts of the three addition isomers (Scheme 65) depends on the catalyst, the hydrogermane, the ratio of alkyne/[X3GeH], and the concentration of the catalyst. In general, hydrogermylation of terminal alkynes affords (E)-1-(germyl)alkenes (E)-109 preferentially. Similar conditions can be employed for the hydrogermylation of alkenes.[172]
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Meeeeeeeeeee Meeeeeeee
M-Meeeeeeeee 8-Meeeee-8-eeeeeeeeeeeeeeeeeeeeee (888):[888]
Me e 88-eM, eeeeeeeee eeeee eeeeeeeee, eeee e eeeeeeee eeeeeeee eee, eeeee eeeee eeee eeeeee Me(MMe8)8 (888 ee, 8.8 eee%), MeMM (8 eM), 8-eeeeeeeee-8-eee (888 ee, 8.8 eeee), eee eeeeeeeeeeeeeeee (888 ee, 8.8 eeee). Mee eeeeee eee eeeeee eeee MM eeeee eeeee eee eeee eeeeeeeeeee ee 8888 eMe. Mee eeeeeeee eee eeeeeeeee eeee eeeeeeee eeeeeeee eee 8 e ee 888°M. Meeee eee eeeeee eee eeeeee eeee M8 ee eeeeee MM, eee eeeeeeeee eeeeeee eee eeeeeeee eeeeeee Meeeee eee eeeeeeeeeeee ee eeeee. Meeeeeeeeeee ee eee eeeeeee eee eeeeeee eee ee eeeeee-eeeeeeee eeeeeeeeeeeeee [888 ee × 88 ee (e.e.) eeeeee eee (88–88 µe) eeeeee, eeeeee/Me8M 8:8]; eeeee: 8.88 e (88%).
References
[169] | Meeeee, M. M. M.; Meeeee, M. M., M. Meee. Mee. M, (8888), 888. |
[170] | Meeeee, M. M. M.; Meeeee, M. M., M. Meeeeeeee. Meee., (8888) 88, 88. |
[171] | Mee, M.; Meeeeeee, M.; Meeeee, M.; Meeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[172] | Meeeee, M. M. M.; Meeeee, M. M., M. Meeeeeeee. Meee., (8888) 88, 88. |
[173] | Meeeeeee, M.; Meeeeee, M.; Meee, M.; Meeeeee, M., Meee. Meee., (8888), 888. |
[174] | Mee, M.-M.; Meeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[175] | Meeeeee, M. M.; Meeee, M. M., M. Meee. Mee., Meee. Meeeee., (8888), 8888. |
[176] | Meeee, M. M.; Meeeeeee, M. M.; Mee, M. M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
[177] | Meeee, M.; Meeeeee, M. M.; Meeeeee, M., Meee. Meeeee., (8888), 88. |
[178] | Meeeeeee, M.; Meeee, M.; Meee, M.; Mee, M.; Meeee, M.; Meeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[179] | Meeee, M.; Meeee, M.; Meeeee, M.; Meeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[180] | Meeee, M.; Meeeeeee, M.; Meeee, M.; Meeeee, M.; Meeee, M., M. Me. Meee. Mee., (8888) 888, 88888. |
[181] | Meeee, M.; Meeeee, M.; Meeeeeee, M.; Meeeee, M.; Meeee, M., Meeeeeeeeeeeeee, (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 88-8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 888.