Palladium-catalyzed cross-coupling reactions of allyl, phenyl, alkenyl, and alkynyl germatranes with aryl iodides
The potential of using organogermatranes in palladium-catalyzed cross-coupling with aryl iodides has been investigated. We have found that organogermatranes are less reactive in this analogue of Stille coupling than trialkylorganostannanes; nevertheless activation by fluoride promotes the reaction. The hypervalent germanium species produced from the germatranes provide a more efficient and more easily handled reagent than trialkoxygermanium analogues.
Faller,Kultyshev, Roman G.
p. 5911 - 5918
(2008/10/08)
New approach to 1-(phenylethynyl)germatranes and 1-(phenylethynyl)-3,7,10-trimethylgermatrane. Reactions of 1-(phenylethynyl)germatrane with N-bromosuccinimide and bromine
Reaction of N(CH2CHRO)3GeBr (2a, b) with LiCCPh affords N(CH2CHRO)3GeCCPh (1a, b) (a, R=H; b, R=Me). Compound (1b) was also obtained by treatment of Cl3GeCCPh (3) with N(CH2CHMeOSnEt3)3 (4). (1a) reacts with N-bromosuccinimide to yield N(CH2CH2O)3GeC(Br)2C(O)Ph (5). Cis-N(CH2CH2O)3GeC(Br)=C(Br)Ph (6) is formed by the reaction of 1a with Br2 in equivalent amounts. All compounds were characterized by 1H- and 13C-NMR spectroscopy and mass spectrometry. Single crystal structures of 1a and 6 were determined by X-ray diffraction studies.
Karlov, Sergey S.,Shutov, Pavel L.,Churakov, Andrei V.,Lorberth, J?rg,Zaitseva, Galina S.
p. 1 - 5
(2007/10/03)
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