Organolithium Organomagnesium halides

As precursors of the organocopper compounds, organolithium reagents are slightly preferable to organomagnesium halides. 

Allenyl and 1- and 2-alkynyl sulfoxides have also been prepared by reaction of organomagnesium halides with sulfinate ester 19. 1-Alkynyl p-tolyl sulfoxides were prepared in good yield from 1-alkynylmagnesium halides plus ester 19 in toluene (equation ll)63. The corresponding organolithium compound was unsatisfactory as a... 

Organolithium compounds, 2 69 ring stacking, 37 82-92 systems capable of, 37 82-83 uncomplexed, structure, 37 53-54 X-ray crystal structure, 37 48 Organomagnesium halides, 2 71 Organomercury compounds, see Mercury, -carbon compounds Organometallic complexes... 

The stability of the alkyl and aryl derivatives increases with the number of phosphines bound to nickel(II). The bis-phosphine derivatives can be prepared according to equations (144)-(146) and using organomagnesium halides or organolithium compounds.1224-1231 A tetrakis phosphine complex was obtained similarly (equation 147). 

The reaction of organolithiums or organomagnesium halide reagents with gold halides proceeds similarly to the copper halides in a 1 1 ratio. Their phosphine complexes can be isolated and characterized. In a 2 1 ratio, the transmetallation reaction is followed by ate complexation to form organoaurate complexes ... 

The reaction of organolithiums or organomagnesium halide reagents with silver halides produces organosilvers, but these are less stable than those containing Cu and Au and readily decompose to form homo-coupled products via alkyl radicals ... 

Reaction of a transition metal halide with organolithium, organomagnesium, or organoaluminum reagent. 

The preparation of organolithiums by reaction (a) is of limited synthetic utility because the organomercurlals are prepared from other organometallic reagents, most often organomagnesium halides or organolithiums. In addition, reaction (a) is slow, although ultrasonic irradiation increases the rate. 

For those reactions covered by Eqs. (c) and (e), the order of addition of the organolithium or organomagnesium-halide reagents and the starting Cu salts may affect the nature and purity of the organocopper products (cf. ref. 4 for a discussion and examples). 

As can be seen from reaction (1), these compounds can include groups that would be reactive toward organolithiums or organomagnesium halides and hence prohibit the use of such metal-Hg exchanges for their formation. Polycyclic aromatics , heteroaromatics ... 

Organomagnesium-halide, organolithium and organoaluminum reagents are preferred to other organometaiiics. Commercially available trialkylaluminum compounds are convenient starting materials for the lower trialkylboranes. Solvents are not required, and trialkylborane can be isolated by distillation directly from the mixture ... 

Table 1. Compounds from In(III) Halides with Organomagnesium Halides or Organolithiums...

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