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Syntheses and Palladium, Platinum, and Borane Adducts of Symmetrical Trialkylphosphines with Three Terminal Vinyl Groups, P((CH

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Syntheses and Palladium, Platinum, and Borane Adducts of

Symmetrical Trialkylphosphines with Three Terminal Vinyl Groups, P((CH

2

)

m

CH=CH

2

)

3

Agnieszka J. Nawara-Hultzscha, Katrin Skopeka, Takanori Shimaa, Michał Barbasiewicza, Gisela D. Hessa, Dirk Skapera, and John A. Gladysza,b

aInstitut f¨ur Organische Chemie and Interdisciplinary Center for Molecular Materials,

Friedrich-Alexander-Universit¨at Erlangen-N¨urnberg, Henkestraße 42, 91054 Erlangen, Germany

bDepartment of Chemistry, Texas A&M University, PO Box 30012, College Station, Texas 77842-3012, USA

Reprint requests to Prof. J. A. Gladysz. E-mail: gladysz@mail.chem.tamu.edu Z. Naturforsch.2010,65b,414 – 424; received December 7, 2009

Unserem Kollegen Professor Rolf Saalfrank zum 70. Geburtstag gewidmet

Reactions of Br(CH2)mCH=CH2with Mg powder and then PCl3(0.33 equiv.) afford P((CH2)m- CH=CH2)3(1;m=a, 4;b, 5;c, 6;d, 7;e, 8;f, 9; 52 – 87 %). Reactions of1a–c,ewith PdX2(COD) (X = Cl, Br) givetrans-PdX2(P((CH2)mCH=CH2)3)2 (35 – 92 %). Reactions of 1b–ewith PtCl2

in benzene give mainlytrans-PtCl2(P((CH2)mCH=CH2)3)2(trans-5b–e; 52 – 75 %), whereas those with K2PtCl4in water give mainlycis-5b–e(33 – 70 %). The reaction of equimolar quantities of1c and H3B·S(CH3)2gives the 1 : 1 adduct H3B·P((CH2)6CH=CH2)3(85 %). In none of these transfor- mations are by-products derived from the C=C linkages observed.

Key words:Phosphine, Phosphine Borane, Palladium, Platinum,α,ω-Diene

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