Methylmetal compounds

Since acetate ion (and similar potential methyl donors) can occur in natural waters, photolysis by sunlight may well be a potential, ubiquitous route to methylmetal compounds (204-206). One such example might be the reported photolysis of some aliphatic a-amino acids to form CH3Hg+ (207) ... 

FIRST-ORDER RATE COEFFICIENTS (sec-1) FOR THE HYDROLYSIS OF 4-PYRIDIO-METHYLMETAL COMPOUNDS IN 0.01 M AQUEOUS HYDROCHLORIC ACID AT 65 °C17... 

Comparable insertions occurred when methylmetal derivatives were exposed to NO, yielding N-alkyl-N-nitrosohydroxylaminato compounds (equation 35).342 Nitric oxide may however also behave as an oxidant, and the reactions are sometimes more complicated (Section 34.2.6.3).343... 

Introduction. The Peterson-type olefination reaction has emerged as an extremely useful method for the preparation of alkenes from carbonyl compounds. Synthetically useful vinylsilanes can be prepared by using the Peterson-type olefination reaction of bis(silyl)methylmetal with carbonyl compounds. Among the various reported bis(silyl)methyhnetals, [bis(2-pyri-dyldimethylsilyl)methyl]lithium is an extremely efficient reagent for the stereoselective preparation of vinylsilane. ... 

The high polarity of the carbon-metal bond in various methylmetals is shown by the NPA charges summarized in Table 2. All the alkali and alkaline earth methyl compounds have high ionic character. Except for beryllium, all the methyl charges are close to —0.8 or higher. The methyl group in dimethylzinc is almost as carbanionic as in dimethylberyllium. Even the group IV compounds have substantial polar character. 

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