Organometallic compounds conversion

Azolium rings react readily with organometallic compounds. With a Grignard reagent, conversion (193) -> (194) is known in the benzothiazolium series, and 1,3-benzodithioly-liums give products of type (195). 

The Conversion of Acyl Halides to Ketones With Organometallic Compounds ... 

It is unlikely that a single mechanism suffices to cover all conversions of organometallic compounds to alkyl halides. In a number of cases the reaction has been shown to involve inversion of configuration (see p. 762), indicating an Se2 (back) mechanism, while in other cases retention of configuration has been shown, implicating an Se2 (front) or SeI mechanism. In still other cases, complete loss of configuration as well as other evidence have demonstrated the presence of a free-radical mechanism. ... 

The Conversion of Organometallic Compounds to Ketones, Aldehydes, Carboxylic Esters, or Amides... 

Many other methods have been used to prepare bonded phases these include esterification of the surface silanol groups with alco-Tiols, or conversion of the silanol groups to Si—Cl using thionyl chloride, followed by reaction with an organometallic compound. If you are interested, there are details in the textbooks by Knox or by Hamilton and Sewell. 

A large number of all citations to organozinc compounds deal with the use of these compounds as precursors for solid-state materials, particularly for MOCVD applications. The latter area has become so interdisciplinary and grown to such an extent that the editors of this edition considered it prudent to devote an entire volume (Volume 12) to the use of organometallic compounds in materials chemistry. While the syntheses and structures of potential organozinc precursors for such applications will be treated in this chapter, the detailed aspects of the conversion of organozinc compounds to solid-state materials are the topic of Volume 12. 

Interest in the uses of HMPT has also been maintained, but a warning has been issued (by the E. I. du Pont de Nemours Company and the U.S. National Institute for Occupational Safety and Health) about its potential acute toxicity. HMPT has been used in the synthesis of 2,4-bis(dimethylamino)qui nolines,9 8 as a solvent for reactions between carbonyl compounds and sulphur," for the conversion of iV-benzylcarbox-amides into 3-phenylpropionitriles,100 in reactions between metals or organometallic compounds with a variety of organic substrates,101 and as a solvent for alkylation reactions of /J-keto-esters and related compounds in which the alkylation reaction is accompanied by de(alkoxycarbonylation) (Scheme 7).102... 

Conversely, other processes are totally original. This is especially encountered when the electrochemical act is associated with a transition metal complex catalysis. These methods have the advantage of affording the organozinc compound synthesis under simple and mild conditions that are compatible with the presence of reactive functional groups on the substrate. Importantly, these procedures are reproducible and can be run by any chemist. Besides, the preparation from a few millimoles to tens of millimoles of the organometallic compound is easy at the laboratory scale. 

It is unlikely that a single mechanism suffices to cover all conversions of organometallic compounds to alkyl halides,348 In a number of cases the reaction has been shown to involve... 

The Conversion of Carboxylic Acid Salts to Ketones with Organometallic Compounds... 

For the addition of an organometallic compound to an imine to give a primary amine, R in RCH=NR would have to be H, and such compounds are seldom stable (6-13). However, the conversion has been done, for R = aryl, by the use of the masked reagents (ArCH=N)2S02 [prepared from an aldehyde RCHO and sulfamide (NH2)2S02]. Addition of R MgX or R"Li to these compounds gives ArCHR"NH2 after hydrolysis.481... 

The conversion of pyrylium salts to pyrans via reductive alkylation or arylation may be accomplished with organometallic compounds or electrochemically. 

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