Novel phosphine ligands bearing 3(5)-pyrazolyl and 4-(2-amino)pyrimidinyl groups: Synthesis and coordination chemistry

• Published in: Journal of organometallic chemistry Vol. 691; no. 3; pp. 291 - 298
• Main Authors: Sun, Yu, Hienzsch, Antje, Grasser, Jens, Herdtweck, Eberhardt, Thiel, Werner R.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 15-01-2006
• Subjects: Palladium; Phosphine ligands; Pyrazoles; Pyrimidines; Phosphine ligands; Pyrimidines; Palladium; Pyrazoles
• ISSN: 0022-328X; 1872-8561
• DOI: 10.1016/j.jorganchem.2005.08.032

Novel phosphine ligands bearing pyrazole and pyrimidine functions are obtained in a straight forward reaction from acetylated triphenylphosphines. The coordination chemistry with PdCl
2 is described.
Novel triphenyl phosphine ligands bearing pyrazole or 2-aminopyrimidine groups in the
ortho or
meta position of one or three of the phenyl rings were obtained starting from the corresponding acyl derivatives Ph
2P(
o-C
6H
4-COCH
3), Ph
2P(
m-C
6H
4-COCH
3), or P(
m-C
6H
4-COCH
3)
3. Conversion of the acyl groups into 3-dimethylamino-2-propen-1-onyl units was achieved by reaction with HC(OMe)
2NMe
2 which underwent ring closing with hydrazine or guanidine to yield the desired heterocycles. Two palladium complexes were synthesized using the coordinatively labile precursor (PhCN)
2PdCl
2, one of them could be characterized by X-ray structure analysis.