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2005
Organo-palladium compounds
S 8000
Palladacycles with a Metal-Bonded sp3-Hybridized Carbon as Intermediates
the Synthesis of 2,2,3,4-Tetrasubstituted 2H-1-Benzopyrans and 1,2-Dihydro27- 172 in
quinolines. Effects of Auxiliary Ligands and Substitution at a Palladium-Bonded
Tertiary Carbon. — Prompted by the failure to synthesize stable oxapalladacycles
from aryl iodides (I) and PPh3, systematic studies concerning the effects of steric and
electronic properties of ligands and substituents on the formation and stabilization of
these palladacycles are performed. Stable TMEDA complexes [cf. (VIII)] are prepared;
however, they are unreactive in the following addition to alkynes. Thus, direct insertion
of phosphine ligands or ligand exchange reaction provides palladium complexes like
(III) and (IX) which effectively add to alkynes. An efficient way to benzopyrans (V)
and dihydroquinoline (X) is developed based on these studies. — (LU, G.;
PORTSCHELLER, J. L.; MALINAKOVA*, H. C.; Organometallics 24 (2005) 5,
945-961; Dep. Chem., Univ. Kans., Lawrence, KS 66045, USA; Eng.) — Mischke
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