- Reactions of RSe-EMe3 (E = Si, Ge, Sn, Pb) with XeF2 - RSe-F equivalents in the fluoroselenenylation of acetylenes
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Selenides of the type R1Se-EMe3 (E = Si, Ge, Sn, Pb) react with xenon difluoride by cleavage of the Se-E bond to yield the R1Se-F intermediate and the fluorides Me3E-F, whereas the Se-C bond in PhSe-tBu (E = C) is stable against XeF2. The presence of R1Se-F intermediates is confirmed by addition to acetylenes (4-octyne, 3-hexyne). Thus, the fluoroselenenylation of acetylenes gives fluoro(organylseleno)olefins in preparative yields. In the cases of E = Si, Ge, Sn, and Pb, aryl and n-alkyl groups are suitable as the substituent R1. The X-ray crystal structural analysis of (E)-3-(p- carboxyphenylseleno)-4-fluorohex-3-ene - the first example of an uncharged fluoroselenoolefin synthesized from p-EtO2C-C6H4-Se-SnMe3, XeF2, and 3- hexyne followed by an ester hydrolysis - shows that the addition of the selenenylfluoride intermediate to the acetylene proceeds via a trans- addition, as is known for the R2Se2-XeF2 reagents.
- Poleschner, Helmut,Heydenreich, Matthias,Schilde, Uwe
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p. 1307 - 1313
(2007/10/03)
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- Novel room light-induced disproportionation reaction of organo-ditin and -dilead compounds with organic dichalcogenides: An efficient salt-free route to organo-tin and -lead chalcogenides
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Disproportionation of organo-ditin and -dilead compounds (R3M)2 (M = Sn, Pb) with organic dichalcogenides (R'Z)2 (Z = S, Se, Te) is efficiently promoted by room light to produce the corresponding organo-tin and -lead chalc
- Mirzaei, Farzad,Han, Li-Biao,Tanaka, Masato
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p. 657 - 658
(2007/10/03)
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