Mesitylmagnesium bromide:

Mesitaldehyde may be prepared from mesitylmagnesium bromide by the reaction with orthoformate esters3 or ethoxy-methyleneaniline 3 from acetylmesitylene by oxidation with potassium permanganate,4 from mesitoyl chloride by reduction,5 from mesityllithium by the reaction with iron pentacarbonyl and from mesitylene by treatment with formyl fluoride and boron trifluoride,7 by treatment with carbon monoxide, hydrogen chloride, and aluminum chloride,8 or by various applications of the Gatterman synthesis.9-11... 

Lithium mesitylhydroborate was prepared by reaction of mesitylmagnesium bromide with trimethoxyborane and subsequent reduction with LiAlH4. The polymerization was performed by adding a THF solution containing a slight excess of lithium mesitylhydroborate to oligo(ethylene oxide) in THF. After treatment with alcohol, the lithium borate polymers were obtained as transparent soft solids soluble in methanol, THF, and chloroform. 

The esters LXXVIII and LXXIX also fail to undergo the Claisen condensation with sodium ethoxide as the catalyst, but do give the reaction if mesitylmagnesium bromide is used.480... 

Treatment of benxaJacetone oxide with mesitylmagnesium bromide... 

Trimesitylvanadium has been prepared in 45 % yield by the Grignard reaction of mesitylmagnesium bromide with VC13,3THF.386... 

Magnesium anthracenide (9.10-dihydro-9,10-anthracenediyl)tris(tetrahydrofuran)magnesium) Mesitylmagnesium bromide (2,4,6-trimethyl-phenylmagnesium bromide) 4-Methoxyphenylmagnesium bromide Methylmagnesium bromide... 

Mesitylmagnesium bromide was also ntilized to prepare dichloromesitylgallium derivatives, which were reported as an inorganic polymer. The following sterically demanding... 

A THF solution (17.1 mL) of mesitylmagnesium bromide (1.15 M, 19.7 mmol) is added dropwise under exclusion of light to a cold ( 0 °C) THF suspension (110 mL) of Au(CO)Cl, which is prepared at -50 °C to avoid decomposition of Au(CO)Cl. As the reaction proceeds. CO evolves gently from the yellow-grayish suspension which is allowed to slow ly reach room temperature after all the mesitylmagnesium bromide... 

Dimesitylcobalt(II) (prepared from mesitylmagnesium bromide and C0CI2) reacts at — 30°C in THF with but-2-yne . The bis-hexamethylbenzenecobalt(I) 71 complex is isolated as halide, picrate and tetraphenylboron salts. This complex is... 

The Grignard reagent adds to ketenes at the carbonyl double bond, the carbon-carbon bond being indifferent trimesitylvinyl alcohol is thus obtained from dimesityl ketone and mesitylmagnesium bromide 187... 

The susceptibility of a benzenoid ring to dienophilic attack may be enhanced through metallation. For example, 225 was one of two products obtained from the reaction of hexabromobenzene with mesitylmagnesium bromide This product clearly arises from cycloaddition of arynes derived from 222 to a mesitylene ring (a small amount of the C2v... 

The situation with 1,2,3,4-tetrahalobenzenes and Grignard reagents is somewhat more complex. The major products ca 50% yield) from 642 and unhindered aryl Grignards were 1,2,3-triarylbenzenes 643, with minor amounts of diarylbenzene 644 For example, the novel polyphenyl 645 was synthesized in one step and 30% overall yield from 642 (X = Br, Y = Cl) and 4-biphenylylmagnesium bromide, with a methyl iodide quench. However, with the hindered mesitylmagnesium bromide, the product was the 1,2,4-trimesitylbenzene, not the 1,2,3-isomer. 

Three esters (ethyl isovalerate, ethyl r-butylacetate, and ethyl isobutyrate) do notundergo this type of condensation under normal conditions with sodium ethoxide, presumably due to the steric hindrance. However, their condensation proceeds readily when mesitylmagnesium bromide is applied as the base. In addition, the acetoacetic ester condensation has been improved to give high yields using some quaternary ammonium salts of long aliphatic chains as the phase transfer catalyst in benzene. ... 

Mesitylmagnesium bromide prepared from mesityl bromide in dry ether added dropwise to an ice-cooled ethereal soln. of tosyl azide, stirring continued 0.5 hr., the resulting dry crude triazene salt suspended in dry ether, ice-cooled, aq. Na-pyrophosphate added dropwise at 0-20° to sequester the magnesium, and stirred overnight -> mesityl azide. Y ... 

Mesitylmagnesium bromide Enol acetates from ketones Sterically hindered compounds... 

Recent work by Tobe examined the synthesis of ll,12-dimesitylindeno[2,l-a] fluorene 123b, which was also derived from 115 (Scheme 36) [89]. After reaction of 115 with mesitylmagnesium bromide, diol 124 was reduced with anhydrous SnCl2 in the presence of trifluoroacetic acid at elevated temperatures in toluene to afford 123b in 48% yield. Fortunately, 123b was stable at least for 1 week in light and air and showed no reactivity with maleic anhydride. The researchers attributed this... 

Currently, only one example of a fully-conjugated indeno[2,l- ]fluorene is known and its existence at this time remains unofficial (Shimizu and Tobe, 2011, private communication). Tobe et al. synthesized the molecule in a near identical manner in which 115 was made - IF dione 17 was reacted with 2 equiv. mesitylmagnesium bromide to form diastereomeric diols 133. Further reaction with SnCl2 in the presence of trifluoroacetic acid yielded 10,12-dimesitylindeno [2,l-6]fluorene 134 (Scheme 39). Little is known about this molecule in terms of optoelectronic or stmctural properties. Due to the presence of the two s-cis diene linkages, however, 134 is considerably less stable than its [1,2-b] and [1,2-a] counterparts. 

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