{uni_hamburg} Short: II/25D

{ALF} High-yield, selective hydrodehalogenation of alkyl and aryl halides is catalyzed by PdCl2, avoiding the skeletal rearrangements of alkyl halides sometimes observed with Lewis acid catal

{ALF} For use as a superior cation scavenger in peptide synthesis, see Triisopropyl­silane, L09585.

{ALF} In combination with TFA, "ionic hydrogenation" of alkenes occurs. This can be a useful alternative to catalytic hydrogenation, since selective reduction, e.g. of the more branched double bond of a diene can be achieved. For a review of ionic hydrogenation, see: Synthesis, 633 (1974):

{uni_hamburg} Short: III/35C4

{ALF} In combination with indium(III) chloride and a radical initiator, generates a radical reagent, analogous to Tri-n-butyl­tin hydride, A13298, which effects dehalogenation of alkyl halides to alkanes and radical addition of halides to alkenes, including dehalocyclizations: Org. Lett., 6, 4981 (2004).

{ALF} For

{ALF} Aryl halides have been silylated using PtO2 as a catalyst, to give aryltriethylsilanes: Org. Let.., 8, 931 (2006).

{ALF} ɑß-Enones are reduced selectively to saturated ketones In the presence of TFA: Synthesis, 420 (1973); or Wilkinson's catalyst (Chlorotris(triphenyl­phosphine)

{ALF} In the presence of Ti(O-i-Pr)4, phosphine oxides can be reduced to phosphines, a useful alternative to pyrophoric HSiCl3: Tetrahedron Lett., 35, 625 (1994).

{ALD} Merck: 14,10372

Beilstein:4,625

{ALF} ɑß-Enones are reduced selectively to saturated ketones In the presence of TFA: Synthesis, 420 (1973); or Wilkinson's catalyst (Chlorotris(triphenyl­phosphine)­rhodium(I)­, 10468): Tetrahedron Lett., 5035 (1972); Organometallics, 1, 1390 (1982).

{ALF} High-yield, selective hydrodehalogenation of alkyl and aryl halides is catalyzed by PdCl2, avoiding the skeletal rearrangements of alkyl halides sometimes observed with Lewis acid catalysts such as AlCl3: Organometallics. 15, 1508 (199