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• W2003044117 abstract "Organomolybdenum and Organotungsten Reagents, VI[1]. On the Carbonyl-Methylenating Molybdenum-Aluminium and Tungsten-Aluminium μ-Methylene Complexes MoCl5, MoOCl3(THF)2, MoO2Cl2, (MeO)2MoCl3, (MeO)4MoCl, WOCl3(THF)2, and WOCl4 form carbonyl-methylenating complexes and 1–2 equiv. of CH4 by reacting with 2 equiv. of Me3Al. These thermolabile complexes are prepared in solution and differ in their properties (e.g. ability to transfer mostly more than 1 CH2 unit per Mo or W atom in carbonyl-olefinating processes; high sensitivity to water, no hydroxy ketone affinity) from the carbonyl-olefinating 1,3-dimetallacyclobutanes (M = Mo, W) and are believed to be mono- and bicyclic analogs (e.g. hypothic structures 3, 6–8) of the Tebbe reagent (1), containing Mo-μCH2 Al or W -μCH2 Al groups, respectively. Analogous complexes seem to be produced by treating MoOCl3(THF)2 with 2 Me2Zn or (MeO)2MoCl3 and (MeO)4MoCl with 2 MeMgBr in each case. Unlike the dimeric and, due to a MoMo bond, diamagnetic Mo derivatives (MeO)2MoCl3 and (MeO)4MoCl (according to 1HNMR structure 9 or 10 and 11 or 12, respectively) the complexes obtained by the reactions (MeO)2MoCl3 + 2 Me3Al and (MeO)4MoCl + 2 Me3Al are paramagnetic, indicating the expected absence of a MoMo bond. The 1HNMR spectrum of the reaction mixture obtained by treating the MoVI derivative MoO2Cl2 with 2 Me3Al in THF shows various signals for μCH2 groups, whereas signals of t-CH2 ligands are missing (t = terminal). In analogy to 1 the carbonyl-olefinating activity of the MoAl and WAl reagents is activated by the addition of 2 equiv. of HMPA. Treatment of PhCOCH2NEt2 (19) with {MoO2Cl2 + 2 Me3Al} leads to carbonyl olefination with formation of 20 and also to α-methylation with formation of PhCOCH(Me)-NEt2 (21), pointing to the intermediate formation of a t-CH2Mo ligand. {MoO2Cl2 + 2 Me3Al + 2 HMPA} has found to be the best reagent for the carbonyl olefination of aldehydes, whereas {WOCl3(THF)2 + 2 Me3Al + 2 HMPA} was optimal for ketones. In 1:1 reactions both reagents normally give better yields than the Tebbe reagent. By applying (WOCl3(THF)2 + 2 Me3Al} and {MoO2Cl2 + 2 Me3Al} on ketones 16–18 an interesting neighbour group effect of electron donor atoms in the δ position to the keto group was observed." @default.
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• W2003044117 date "1994-01-01" @default.
• W2003044117 modified "2023-09-28" @default.
• W2003044117 title "Zur Kenntnis der carbonylmethylenierenden Molybdän-Aluminium- und Wolfram-Aluminium-μ-methylen-Komplexe" @default.
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• W2003044117 doi "https://doi.org/10.1002/cber.19941270121" @default.
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