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Organopalladium-Functionalized Dendrimers: Insertion of Palladium(0) into Peripheral Carbon-Iodine Bonds of Carbosilane Dendrimers Derived from Polyols. Crystal Structure of Si{(CH2)3O2CC6H4I-4}4

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Hoare, JL, Lorenz, K, Hovestad, NJ, Smeets, WJJ, Spek, AL, Canty, AJ, Frey, H and van Koten, G 1997 , 'Organopalladium-Functionalized Dendrimers: Insertion of Palladium(0) into Peripheral Carbon-Iodine Bonds of Carbosilane Dendrimers Derived from Polyols. Crystal Structure of Si{(CH2)3O2CC6H4I-4}4' , Organometallics, vol. 16 , pp. 4167-4173 , doi: 10.1021/om970343e.

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Abstract

A carbosilane dendrimer with 12 peripheral iodoarene groups, Si{(CH2)3{Si(CH2)3O2C(C6H4I-4)}3}4 (G1-ArI, 5), and the corresponding G0 model compound, Si{(CH2)3O2CC6H4I-4}4 (G0-ArI, 4) have been prepared from polyol precursors. These compounds react with Pd(dba)2/tmeda (dba = dibenzylideneacetone, tmeda = N,N,N',N'-tetramethylethylenediamine) to yield
periphery-palladated complexes, Si{(CH2)3O2C(C6H4-4)PdI(tmeda)}4 (G0-ArPdI(tmeda), 6) and
Si{(CH2)3{Si(CH2)3O2C(C6H4-4)PdI(tmeda)}3}4 (G1-ArPdI(tmeda), 7). Dendrimer 7 represents the first example of an exclusively sigma-bonded completely periphery-palladated dendrimer. Reactions of the model palladium(II) complexes PdI(EtO2C(C6H4)-4)(tmeda) (2) and
PdI(EtO2C(C6H4)-4)(bpy) (3) (bpy = 2,2'-bipyridyl) with the transmetalation reagents LiMe and SnMe4 were not successful, while no reaction occurred with the related reagent Sn(C~N)Me3 [C~N = 8-(dimethylamino)-1-naphthyl]. The molecular structure of G0-ArI (5) has been determined by X-ray crystallography and has C2v symmetry in the solid state.

Item Type: Article
Authors/Creators:Hoare, JL and Lorenz, K and Hovestad, NJ and Smeets, WJJ and Spek, AL and Canty, AJ and Frey, H and van Koten, G
Journal or Publication Title: Organometallics
ISSN: 0276-7333
DOI / ID Number: 10.1021/om970343e
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