773880-02-7Relevant academic research and scientific papers
Different coordination modes of the polyfunctional ylide Ph 3P=C(H)C(O)CH2C(O)OEt: C- vs. O,O′-boading in PdII, PtII and AuI complexes
Carbo, Marta,Falvello, Larry R.,Navarro, Rafael,Soler, Tatiana,Urriolabeitia, Esteban P.
, p. 2338 - 2347 (2004)
Treatment of the polyfunctional ylide Ph3P=C(H)C(O)CH 2-COOEt (1) with the solvated complexes [M(C∧X)(THF) 2]ClO4 gave the O,O′ derivatives [M(C∧X)(Ph 3PCH2C(O)=C(H)-C(= O)OEt-κ-O,O′]ClO 4 [M(C∧X) = Pd(C6H4CH2NMe 2) (2), Pd(CH2C9H6N) (3), Pd(NC 5H4-2-C6H4) (4), Pd(NC 13H8) (5), Pd[(S)-C6H4C(H)MeNMe 2] (6), Pt[o-CH2C6H4P(o-tol) 2] (7), Pd[o-CH2C6H4P(o-tol) 2] (8), and Pd(C6F5)(SC4H 8) (9)]. During the reaction, one proton of the methylene unit is transferred to the ylidic carbon, which is transformed into a phosphonium group generating the zwitterion [Ph3PCH2C(O)= C(H)-C(=O)OEt], which coordinates to the metal center as an O,O′-chelating ligand. Treatment of 1 with [AuCl(SC4H8)] or [Au(PPh 3)(OCMe2)]ClO4 gave [AuCl{C(H)(PPh 3)C(O)-CH2COOEt}] (10) or [Au{C(H)(PPh3)C(O) CH2COOEt}-(PPh3)]ClO4 (11), in which the ylide is C-bonded. The X-ray crystal structures of complexes 2a, 9 and 10 have been determined. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
