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19.7.1.2.8 Method 8: Use of Transition-Metal Complexes of Isocyanide as Catalysts

DOI: 10.1055/sos-SD-019-00308

Suginome, M.; Ito, Y.Science of Synthesis, (200419518.

Isocyanides serve as unique ligands in transition-metal complexes. In general, isocyanides have stronger π-acceptor ability and less steric bulkiness than triorganophosphines, which are widely used as spectator ligands in transition-metal-catalyzed reactions. As mentioned earlier, isocyanides often participate in catalytic reactions on the transition metals and are thus incorporated into reaction products. In some reactions, however, isocyanides serve as crucial spectator ligands of the transition-metal catalysts. The catalytic activity of the transition-metal complexes of isocyanides has been investigated in comparison with that of phosphine complexes.[‌258‌,‌259‌] For example, in the molybdenum-catalyzed allylic alkylation reactions of the allylic sulfone 226 with a malonate anion derivative, the catalytic activity of several molybdenum complexes Mo(CO)n(NC-t-Bu)m (m+n=6) varies with the numbers of carbonyl and tert-butyl isocyanide ligands (Scheme 118).[‌260‌] In particular, the dicarbonyltetrakis(isocyanide) complex (n=2) exhibited a remarkably high reactivity.

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