Synthesis and Characterization of Phosphinecarboxamide and Phosphinecarbothioamide, and Their Complexation with Palladium(II) Complex.

Reactions of isocyanates/isothiocyanates with primary and secondary phosphines without solvent at room temperature afforded phosphinecarboxamide/phosphinecarbothioamide, respectively, in excellent yields. Furthermore, palladium complex Pd(COD)Cl was allowed to react with PhPC(O)NHPh () to afford [Pd{PhPC(O)NHPh-κ}Cl] (). On the other hand, the reaction of Pd(COD)Cl with 1 eq. of PhPC(S)NHPh () afforded [PdCl{PhPC(S)NHPh-κ}] (). In the case of a 1:2 molar ratio, [PdCl{PhPC(S)NHPh-κ}{PhPC(S)NHPh-κ}]Cl () was formed. The newly obtained compounds were fully characterized using multielement NMR measurements and elemental analyses. In addition, the molecular structures of PhPC(O)NH(CH)Cl (), PhPC(S)NHPh(4-Cl) (), and - were determined using single-crystal X-ray diffraction.