Advances in Organometallic Chemistry, Vol. 48 by Robert West, Anthony F. Hill

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By Robert West, Anthony F. Hill

Just about all branches of chemistry and fabric technology now interface with organometallic chemistry-the research of compounds containing carbon-metal bonds. Organometallic compounds variety from species that are so reactive that they simply have a temporary life at ambient temperatures to species that are thermally very sturdy. This greatly acclaimed serial includes authoritative reports that deal with all facets of organometallic chemistry, a box which has increased vastly because the ebook of quantity 1 in 1964.

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R N R R N R N R N + N R N N N N (49) 2 N R R N R N R R R 1. Hydrosilylation Rhodium(I) and ruthenium(II) complexes containing NHCs have been applied in hydrosilylation reactions with alkenes, alkynes, and ketones. Rhodium(I) complexes with imidazolidin-2-ylidene ligands such as [RhCl(η4-cod)(NHC)], [RhCl(PPh3)2(NHC)], and [RhCl(CO)(PPh3)(NHC)] have been reported to lead to highly selective anti-Markovnikov addition of silanes to terminal olefins [Eq. 275,276 SiX3 cat. H13C6 + HSiX3 H13C6 R cat. = N (50) Rh N Cl R Wilkinson’s catalyst [RhCl(PPh3)3], a standard catalyst for this reaction, is reported to give lower yields with less regioselectivity in these reactions.

303,314 Thus, the stability of the catalytically active fragment is higher the less stable the free carbene is, since its dissociation tendency is limited due to thermodynamic reasons. 100 59 50 80 54 60 y/ % 40 52 53 20 0 0 5 10 15 20 25 30 t / min FIG. 3. ROMP of 1,5-cyclooctadiene (y = yield of polyoctadienamer). 0 mM for 52 and 53; [1,5-cyclooctadiene]/[catalyst] = 300:1). This figure was provided by R. H. Grubbs and C. Bielawski. 42 HERRMANN et al. R R R ca. - 6 kcal/mol N N R R N ca. - 20 kcal/mol N R R N N R SCHEME 12.

In certain cases it has been found that a sequential exchange of phosphines can lead to the clean formation of mixed phosphine/NHC complexes. On the olefin metathesis catalyst [RuCl2(PR3)2( CHPh)] both phosphines can be exchanged for various NHCs without affecting the benzylidene moiety [Eq. 162 R R N N PR3 R Cl Cl PR3 N Ru R Cl CHPh Ru Cl - PR3 (26) Cl CHPh - PR3 R N PR3 N R R N N N R Ru Cl R N CHPh N R The ligand exchange procedure allows the formation of palladium(0) complexes of various NHCs.

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