248282-04-4Relevant academic research and scientific papers
Metal complexes of biologically important ligands, CXXI [1]. Orthopalladated enolates from N-(diphenylmethylene) Schiff bases of α-amino acid esters as ambivalent 1,3-dipoles in [2+3] cycloadditions. Structures of a series of cycloadducts
Schreiner, Bernhard,Urban, Reinhold,Zografidis, Anastassios,Sünkel, Karlheinz,Polborn, Kurt,Beck, Wolfgang
, p. 970 - 988 (2007/10/03)
Enolates of ortho-palladated N-(diphenylmethylene) Schiff bases from glycine esters (R3P)Pd[(C6H4)(C6H 5)C=N-C(R′')=CO2R] were isolated and have been shown to be ambivalent 1,3-dipoles in [2+3J cycloadditions. Tetracyanoethene, dimethyl acetylene dicarboxylate, dimethyl azodicarboxylate, thiobenzophenone, thione-S, 4-phenyl-1,2,4-triazoline-3,5-dione, diphenyl-ketene and phenylisocyanate are added at the palladium and the enolate (α-C) carbon atoms, whereas methyl propiolate, methyl acrylate, and the methyl esters of maleic and fumaric acid form [2+3] cycloadducts with the α-carbon and the imino carbon atoms of the enolates under mild conditions. The structures of seven cycloadducts were determined by X-ray diffraction analyses.
