Journal
ORGANIC LETTERS
Volume 19, Issue 7, Pages 1898-1901Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00672
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- Deutsche Forschungsgemeinschaft [Oe 249/11-1]
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Various cyclohexa-2,5-dien-1-yl-substituted germanes are shown to serve as easy-to-handle surrogates of hydrogermanes, including gaseous MeGeH3 and Me2GeH2; The Ge-H functional group is liberated by treatment with catalytic amounts of B(C6F5)(3) and participates in situ in the B(C6F5)(3)-catalyzed hydrogermylation of alkenes. The range of suitable alkenes is broad, and the overall procedure provides a convenient access to tetraalkyl-substituted germanes at room temperature. Transfer hydrogermylation of internal alkynes works equally well and selectively forms the trans or cis diastereomer depending on the electronic bias of the C C bond.
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