Organoindium species

Grignard reagents and organoindium species are reported, together with a variety of cross-couplings invented by Lipshutz, Lautens and colleagues. 

Bromocyanomethylation. The organoindium species that are formed by insertion of InBr into a C—Br bond of dibromoacetonitrile reacts with carbonyl compounds. Generation of the awa-bromohydrin is favored in the case of a bulky aliphatic aldehyde. Such products serve as precursors of glycidonitriles. 

Likewise, Li and Loh (1996) observed that premixing indium trichloride, tin and allylic bromide increased the rate and the diastereoselectivity of allylations, which could be another indication of the existence of transient organoindium species. 

The coordination chemistry of indium(I) received little or no attention for many years, largely no doubt because of the lack of suitable starting materials. The indium(I) halides can be easily prepared,1 but are intractable materials which readily undergo hydrolysis and disproportionation (but see Section 25.2.2.1). The only known organoindium(I) compounds are the cyclopentadienyl and methycyclopentadienyl derivatives,8 and the former has proven a useful starting point for some synthetic work. Electrochemical methods have been used either to reduce higher states, or to oxidize the metal in the presence of suitable ligands, in order to produce indium(I) species. 

A number of organoindium complexes with terpy have been described, and include [RIn(terpy)Cl2] (R = Me or CgFj) it was proposed that these species incorporate a bidentate terpy ligand (120,161). 

A clear example of how hgand steric encumbrance has been implemented to control geometrical conformation for organoindium(I) species from monomeric to aggregated is... 

Another successful synthetic route to indium-metal species is via insertion of organoindium (I) compounds into metal-halide or metal-metal bonds. The organo... 

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