“…Propadienylgermane is kinetically much more stable than the corresponding tin derivative. Similar observations have already been reported for vinyl, ethynyl, allyl, and propargyl derivatives. ,,,− …”
“…Propadienylgermane is kinetically much more stable than the corresponding tin derivative. Similar observations have already been reported for vinyl, ethynyl, allyl, and propargyl derivatives. ,,,− …”
“…Vinylmercury hydride 5a can be condensed under vacuum (10 -1 mbar) at a temperature lower than −80 °C and then revaporized by heating the trap to −30 °C. Thus, the boiling point of 5a is somewhat higher than that of the corresponding stannane or stibine 15b which were not trapped in similar conditions at a temperature higher than −100 °C; this observation is however consistent with the presence for 5a of monomeric species in the gaseous phase. 1 …”
The first vinylmercury hydrides, and among them the parent compound, have been prepared by a chemoselective reduction of the corresponding vinylmercury chlorides with tributylstannane in the presence of a radical inhibitor. These hydrides have been characterized on the basis of their spectral data ((1)H, (13)C, and (199)Hg NMR spectroscopy and mass spectrometry). The photoelectron spectra of the ethenylmercury hydride displays bands at 9.79, 10.13, 11.41, and 13.20 eV. On the basis of photoelectron spectra and ab initio quantum chemical calculations some (d-p)pi interaction between the vinyl pi-system and the mercury d-orbitals could be concluded. Vinylmercury hydrides have been condensed and then revaporized in vacuum at low temperature, but they exhibit a very low stability at room temperature even diluted in toluene (tau(1/2) approximately 1 min); elemental mercury and the corresponding divinylmercury were formed under these conditions.
“…Allylstannane 3 was obtained in a 34% yield and characterized by infrared and 1 H, 13 C, and 119 Sn NMR spectroscopy and high-resolution mass spectrometry (HRMS). The 1 H NMR chemical shifts and coupling constants are typical for allylstannane, and the 119 Sn NMR chemical shift (δ −328.9 ppm) is comparable to that of phenylstannane (δ −320 ppm) and the low-frequency shift relative to those of primary alkylstannanes (EtSnH 3 : δ −282 ppm) . The half-life time of a 5% sample diluted in deuterotoluene or CD 2 Cl 2 is about 6 h, and it increases to 1 day in the presence of duroquinone, a radical inhibitor.…”
Section: Synthesis Of Vinyl- and Allylstannanementioning
confidence: 98%
“…The preparation of several 1-alkenylstannanes has already been reported. , In 1959, Brinckman and Stone 4 reported the first synthesis of the unsubstituted derivative, vinylstannane 1 , by addition of lithium aluminum hydride (LAH) to trichloroethenylstannane 2 . , Compound 1 was obtained in a low yield after a difficult purification. This approach was then optimized and generalized to substituted derivatives (Scheme ) 1 …”
Section: Synthesis Of Vinyl- and Allylstannanementioning
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