Mesitylmagnesium bromide reactions with

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... 

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

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... 

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. 

Trimesitylaluminium, as a thf solvate, is readily obtained by treating AlCl with either mesitylmagnesium bromide or dimesitylmagnesium in thf. Unsolvated material is produced by recrystallation from toluene. Reaction with mesityllithium yields lithium tetramesitylaluminate, whilst redistribution with AlCl ... 

The nitro-substituted arylmagnesium species 328 is best prepared using steri-cally hindered mesitylmagnesium bromide 329 [179]. Thus, the reaction of the zinc derivative of328 with ethyl 4-iodobenzoate (THF, -40 °C to rt, 3 h) in the presence of Pd(dba)2 (5 mol%) and tfp (10 mol%) provides the biaryl 330 in 68% yield (Scheme 4.73) [179]. 

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